Azetidine → HCID 57670006, compound

HRID 1894455Notes

Reaction equation

HRID 1894455 reaction equation
Cl.[C:2]([C:6]1[N:11]=[CH:10][C:9]([C:12]2[N:13]([C:33]([N:35]3[CH2:40][CH2:39][N:38]([CH2:41][C:42]([OH:44])=O)[CH2:37][CH2:36]3)=[O:34])[C@@:14]([C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=3)([CH3:25])[C@@:15]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=3)([CH3:17])[N:16]=2)=[C:8]([O:45][CH2:46][CH3:47])[CH:7]=1)([CH3:5])([CH3:4])[CH3:3].[NH:48]1[CH2:51][CH2:50][CH2:49]1>>[N:48]1([C:42](=[O:44])[CH2:41][N:38]2[CH2:39][CH2:40][N:35]([C:33]([N:13]3[C@@:14]([C:26]4[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=4)([CH3:25])[C@@:15]([C:18]4[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=4)([CH3:17])[N:16]=[C:12]3[C:9]3[CH:10]=[N:11][C:6]([C:2]([CH3:3])([CH3:5])[CH3:4])=[CH:7][C:8]=3[O:45][CH2:46][CH3:47])=[O:34])[CH2:36][CH2:37]2)[CH2:51][CH2:50][CH2:49]1

Participants

3

Reactant 2

HCID 10422AzetidineHCID 25262898{4-[(4S,5R)-2-(6-tert-Butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl]-piperazin-1-yl}-acetic acid hydrochloride

Product 1

HCID 57670006HCID 57670006, compound

Procedure

In a manner analogous to the method described in examples 99, {4-[(4S,5R)-2-(6-tert-butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl]-piperazin-1-yl}-acetic acid hydrochloride (example 94) was coupled with azetidine (Aldrich) to give the title compound. HR-MS (ES, m/z) calculated for C38H47Cl2N6O3 [(M+H)+] 705.3081, observed 705.3081.

Sources & evidence

ORD record
ord-5a34ae13f9cf433e8fb943dea65ec31a
Source dataset
uspto-grants-2013_08
Patent number
US08513239B2

Reaction notes

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