Trifluoroacetic acid → 2-{4-[1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-ylcarbamoyl]-phenyl}-2-methyl-propionic acid methyl ester

HRID 502399ノート

反応式

HRID 502399 の反応式
[CH3:1][O:2][C:3](=[O:22])[C:4]([CH3:21])([C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:20])[NH:13][CH:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[CH:8][CH:7]=1)[CH3:5].C(OC(N1CCC(NC(=O)C2C=CC(C(C(OC)=O)(C)C)=CC=2)CC1)=O)(C)(C)C.C(O)(C(F)(F)F)=O.[CH2:59]([O:61][C:62]1[CH:63]=[C:64]([CH:67]=[CH:68][C:69]=1[O:70][CH3:71])[CH:65]=O)[CH3:60].C([BH3-])#N.[Na+].C(N(C(C)C)C(C)C)C>ClCCl.C(O)C.C(O)(=O)C>[CH3:1][O:2][C:3](=[O:22])[C:4]([C:6]1[CH:7]=[CH:8][C:9]([C:12](=[O:20])[NH:13][CH:14]2[CH2:15][CH2:16][N:17]([CH2:65][C:64]3[CH:67]=[CH:68][C:69]([O:70][CH3:71])=[C:62]([O:61][CH2:59][CH3:60])[CH:63]=3)[CH2:18][CH2:19]2)=[CH:10][CH:11]=1)([CH3:5])[CH3:21]

参加物

10

反応物 6

HCID 6422Trifluoroacetic acidHCID 81531DiisopropylethylamineHCID 2447283-Ethoxy-4-methoxybenzaldehydeHCID 5003444Sodium cyanoborohydrideHCID 684547664-[4-(1-Methoxycarbonyl-1-methyl-ethyl)-benzoylamino]-piperidine-1-carboxylic acid tert-butyl esterHCID 684593812-Methyl-2-[4-(piperidin-4-ylcarbamoyl)-phenyl]-propionic acid methyl ester

生成物 1

HCID 684569872-{4-[1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-ylcarbamoyl]-phenyl}-2-methyl-propionic acid methyl ester

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 702Ethanol溶媒HCID 6344Dichloromethane溶媒

実験手順

In analogy to the procedure described in example 50k), 2-methyl-2-[4-(piperidin-4-ylcarbamoyl)-phenyl]-propionic acid methyl ester [prepared from 4-[4-(1-methoxycarbonyl-1-methyl-ethyl)-benzoylamino]-piperidine-1-carboxylic acid tert-butyl ester by treatment with TFA in dichloromethane in analogy to the preparation described in example 50i)] was reacted with 3-ethoxy-4-methoxybenzaldehyde, sodium cyanoborohydride, N-ethyl-diisopropylamine and acetic acid in ethanol at 50° C. to yield the title compound as colorless foam. MS: 469.3 (MH+).

出典と根拠

ORDレコード
ord-fdc10a0d6ea4495eb4809cc32cf05a58
出典データセット
uspto-grants-2010_08
特許番号
US07772253B2

反応ノート

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