伊利曲坦谁做过? 合成情况： 来源： drugs fut 合成路线: 标题： eletriptan 合成方法：the reaction of n-(benzyloxycarbonyl)-d-proline (i) with oxalyl chloride in dichloromethane/dmf gives the corresponding acyl chloride (ii), which is condensed with 5-bromoindole (iii) by means of ethylmagnesium bromide in ether yielding 3-(n-benzyloxycarbonyl-d-prolyl)-5-bromoindole (iv). the reduction of the carbonyl group of (iv) with lialh4 in thf affords 5-bromo-3-[1-methylpyrrolidin-2(r)-ylmethyl]indole (v), which is condensed with phenyl(vinyl)sulfone (vi) by means of tri-p-tolylphosphine, palladium acetate and triethylamine in refluxing acetonitrile giving the substituted (e)-vinyl sulfone (vii). finally, this compound is hydrogenated with h2 over pd/c in ethanol/hcl. 参考：ngo, j.; rabasseda, x.; casta馿r, j.; eletriptan. drugs fut 1997, 22, 3, 221 备注：synthesis the reaction of n-(benzyloxycarbonyl)-d-proline (i) with oxalyl chloride in dichloromethane/dmf gives the corresponding acyl chloride (ii), which is condensed with 5-bromoindole (iii) by means of ethylmagnesium bromide in ether yielding 3-(n-benzyloxycarbonyl-d-prolyl)-5-bromoindole (iv). the reduction of the carbonyl group of (iv) with lialh4 in thf affords 5-bromo-3-[1-methylpyrrolidin-2(r)-ylmethyl]indole (v), which is condensed with phenyl(vinyl)sulfone (vi) by means of tri-p-tolylphosphine, palladium acetate and triethylamine in refluxing acetonitrile giving the substituted (e)-vinyl sulfone (vii). finally, this compound is hydrogenated with h2 over pd/c in ethanol/hcl (1). scheme 1. description hemisuccinate, alpha(25,d) +29?(c 0.1, meoh). references 1. macor, j.e., wythes, m.j. (pfizer, inc.). indole derivs. ep 592438, jp 93507288, jp 97003063, us 5545644, us 5559129, us 5578612, wo 9206973. 2. harding, v.d., macrae, r.j., ogilvie, r.j. (pfizer res. dev. co., nv/sa). salts of an anti-migraine indole deriv. wo 9606842. 来源： ep 0592438; jp 1993507288; jp 1997003063; us 5545644; wo 9206973 合成路线: 标题： indole derivs 合成方法：the reaction of n-(benzyloxycarbonyl)-d-proline (i) with oxalyl chloride in dichloromethane/dmf gives the corresponding acyl chloride (ii), which is condensed with 5-bromoindole (iii) by means of ethylmagnesium bromide in ether yielding 3-(n-benzyloxycarbonyl-d-prolyl)-5-bromoindole (iv). the reduction of the carbonyl group of (iv) with lialh4 in thf affords 5-bromo-3-[1-methylpyrrolidin-2(r)-ylmethyl]indole (v), which is condensed with phenyl(vinyl)sulfone (vi) by means of tri-p-tolylphosphine, palladium acetate and triethylamine in refluxing acetonitrile giving the substituted (e)-vinyl sulfone (vii). finally, this compound is hydrogenated with h2 over pd/c in ethanol/hcl. 参考：macor, j.e.; wythes, m.j. (pfizer inc.); indole derivs. ep 0592438; jp 1993507288; jp 1997003063; us 5545644; wo 9206973 备注： 来源： ep 0776323; jp 1997512283; us 6110940; wo 9606842 合成路线: 标题： salts of an anti-migraine indole deriv 合成方法：the reaction of n-(benzyloxycarbonyl)-d-proline (i) with oxalyl chloride in dichloromethane/dmf gives the corresponding acyl chloride (ii), which is condensed with 5-bromoindole (iii) by means of ethylmagnesium bromide in ether yielding 3-(n-benzyloxycarbonyl-d-prolyl)-5-bromoindole (iv). the reduction of the carbonyl group of (iv) with lialh4 in thf affords 5-bromo-3-[1-methylpyrrolidin-2(r)-ylmethyl]indole (v), which is condensed with phenyl(vinyl)sulfone (vi) by means of tri-p-tolylphosphine, palladium acetate and triethylamine in refluxing acetonitrile giving the substituted (e)-vinyl sulfone (vii). finally, this compound is hydrogenated with h2 over pd/c in ethanol/hcl. 参考：harding, v.d.; macrae, r.j.; ogilvie, r.j. (pfizer inc.); salts of an anti-migraine indole deriv. ep 0776323; jp 1997512283; us 6110940; wo 9606842 备注： 来源： ep 1088817 合成路线: 标题： rocess for the preparation of 3-acyl-indoles 合成方法：the reaction of n-(benzyloxycarbonyl)-d-proline (i) with oxalyl chloride in dichloromethane/dmf gives the corresponding acyl chloride (ii), which is condensed with 5-bromoindole (iii) by means of ethylmagnesium bromide in ether yielding 3-(n-benzyloxycarbonyl-d-prolyl)-5-bromoindole (iv). the reduction of the carbonyl group of (iv) with lialh4 in thf affords 5-bromo-3-[1-methylpyrrolidin-2(r)-ylmethyl]indole (v), which is condensed with phenyl(vinyl)sulfone (vi) by means of tri-p-tolylphosphine, palladium acetate and triethylamine in refluxing acetonitrile giving the substituted (e)-vinyl sulfone (vii). finally, this compound is hydrogenated with h2 over pd/c in ethanol/hcl. 参考：perkins, j.f. (pfizer inc.); process for the preparation of 3-acyl-indoles. ep 1088817 查看更多
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