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

HRID 2386482Notes

Reaction equation

HRID 2386482 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:11][CH:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[CH:25]=[CH:24][N:23]=[C:22]([Cl:26])[N:21]=3)[CH:15]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:27](=O)[CH3:28]>>[C:1]([O:5][C:6]([N:8]1[CH2:11][CH:10]([N:12]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[CH:25]=[CH:24][N:23]=[C:22]([Cl:26])[N:21]=3)[CH:15]=2)[CH2:27][CH3:28])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 177AcetaldehydeHCID 866032983-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-azetidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 866032993-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-ethyl-amino}-azetidine-1-carboxylic acid tert-butyl ester

Procedure

Intermediate 104 was coupled with acetaldehyde following procedure E. LC-MS showed the product had the expected M+H+ of 403.

Sources & evidence

ORD record
ord-a47de770af3f4869bdb9d84ccf4e876a
Source dataset
uspto-grants-2012_09
Patent number
US08268822B2

Reaction notes

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