Acetaldehyde → 2-(2-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-ethyl-amino}-ethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 2386484Notes

Reaction equation

HRID 2386484 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[CH2:13][CH2:14][NH:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]2[CH:28]=[CH:27][N:26]=[C:25]([Cl:29])[N:24]=2)[CH:18]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:30](=O)[CH3:31]>>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[CH2:13][CH2:14][N:15]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]2[CH:28]=[CH:27][N:26]=[C:25]([Cl:29])[N:24]=2)[CH:18]=1)[CH2:30][CH3:31])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 177AcetaldehydeHCID 866033012-{2-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-ethyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 866033002-(2-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-ethyl-amino}-ethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Procedure

Intermediate 106 was coupled with acetaldehyde following procedure E. LC-MS showed the product had the expected M+H+ of 445.

Sources & evidence

ORD record
ord-6db73ffd696a4d99b06f2c3bdab5ebe8
Source dataset
uspto-grants-2012_09
Patent number
US08268822B2

Reaction notes

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