[Cyclopropyl-(4-trifluoromethoxy-benzoyl)-amino]-acetic acid ethyl ester → 2-[Cyclopropyl-(4-trifluoromethoxy-benzoyl)-amino]-3-(6-dibenzylamino-pyridin-3-yl)-3-oxo-propionic acid ethyl ester

HRID 545348Notes

Reaction equation

HRID 545348 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][N:6]([CH:20]1[CH2:22][CH2:21]1)[C:7](=[O:19])[C:8]1[CH:13]=[CH:12][C:11]([O:14][C:15]([F:18])([F:17])[F:16])=[CH:10][CH:9]=1)[CH3:2].[CH2:24]([N:31]([CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)[C:32]1[CH:40]=[CH:39][C:35]([C:36](O)=[O:37])=[CH:34][N:33]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[CH2:1]([O:3][C:4](=[O:23])[CH:5]([N:6]([CH:20]1[CH2:22][CH2:21]1)[C:7](=[O:19])[C:8]1[CH:9]=[CH:10][C:11]([O:14][C:15]([F:16])([F:17])[F:18])=[CH:12][CH:13]=1)[C:36]([C:35]1[CH:34]=[N:33][C:32]([N:31]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:41][C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)=[CH:40][CH:39]=1)=[O:37])[CH3:2]

Participants

3

Reactant 2

HCID 67133328[Cyclopropyl-(4-trifluoromethoxy-benzoyl)-amino]-acetic acid ethyl ester2×HCID 671333496-Dibenzylamino-nicotinic acid

Product 1

HCID 671329592-[Cyclopropyl-(4-trifluoromethoxy-benzoyl)-amino]-3-(6-dibenzylamino-pyridin-3-yl)-3-oxo-propionic acid ethyl ester

Procedure

The title compound, a colorless oil (0.7 g, 32%), was prepared in analogy to intermediate 8A by reaction of [cyclopropyl-(4-trifluoromethoxy-benzoyl)-amino]-acetic acid ethyl ester (intermediate 7B) with 6-dibenzylamino-nicotinic acid (Aminopyridines. Jpn. Kokai Tokkyo Koho (1979), JP54041881). MS: 632.3 (MH+).

Sources & evidence

ORD record
ord-2caf3512d18042eca7f161c03b1d6367
Source dataset
uspto-grants-2011_05
Patent number
US07935707B2

Reaction notes

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