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tert-Butyl (2-amino-5-morpholino-4-(trifluoromethyl)phenyl)carbamate → (2-{3-[3-(5-Dimethylaminomethyl-[1,2,3]triazol-1-yl)-phenyl]-3-oxo-propionylamino}-5-morpholin-4-yl-4-trifluoromethyl-phenyl)-carbamic acid tert.-butyl ester

HRID 1266802
Notes
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Reaction equation

HRID 1266802 reaction equation
[C:1]([O:5][C:6](=[O:25])[NH:7][C:8]1[CH:13]=[C:12]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[C:11]([C:20]([F:23])([F:22])[F:21])=[CH:10][C:9]=1[NH2:24])([CH3:4])([CH3:3])[CH3:2].C([O:30][C:31](=O)[CH2:32][C:33]([C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([N:41]2[C:45]([CH2:46][N:47]([CH3:49])[CH3:48])=[CH:44][N:43]=[N:42]2)[CH:36]=1)=[O:34])(C)(C)C>>[C:1]([O:5][C:6](=[O:25])[NH:7][C:8]1[CH:13]=[C:12]([N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)[C:11]([C:20]([F:21])([F:22])[F:23])=[CH:10][C:9]=1[NH:24][C:31](=[O:30])[CH2:32][C:33]([C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([N:41]2[C:45]([CH2:46][N:47]([CH3:49])[CH3:48])=[CH:44][N:43]=[N:42]2)[CH:36]=1)=[O:34])([CH3:4])([CH3:2])[CH3:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 12048026tert-Butyl (2-amino-5-morpholino-4-(trifluoromethyl)phenyl)carbamateHCID 696876673-[3-(5-Dimethylaminomethyl-[1,2,3] triazol-1-yl)-phenyl]-3-oxo-propionic acid tert.-butyl ester

Product 1

HCID 86586978(2-{3-[3-(5-Dimethylaminomethyl-[1,2,3]triazol-1-yl)-phenyl]-3-oxo-propionylamino}-5-morpholin-4-yl-4-trifluoromethyl-phenyl)-carbamic acid tert.-butyl ester

Procedure

The title compound was prepared from (2-amino-5-morpholin-4-yl-4-trifluoromethyl-phenyl)-carbamic acid tert.-butyl ester (Example J1) (181 mg, 0.5 mmol) and 3-[3-(5-dimethylaminomethyl-[1,2,3]triazol-1-yl)-phenyl]-3-oxo-propionic acid tert.-butyl ester (Example K8) (172 mg, 0.5 mmol) according to the general procedure M. Obtained as an amorphous yellow substance (179 mg).

Workup

  1. customObtained as an amorphous yellow substance (179 mg)

Sources & evidence

ORD record
ord-e5cb921f99d3488b85fdb67c82695930
Source dataset
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06548495B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes