Oxo(pyridin-3-yl)acetic acid → HCID 58007520, compound

HRID 1094349Notes

Reaction equation

HRID 1094349 reaction equation
[C:1]1([CH3:20])[CH:6]=[CH:5][C:4]([NH:7][CH2:8][CH2:9][C:10]2[CH:11]=[N:12][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:14][CH:15]=2)=[CH:3][CH:2]=1.[O:21]=[C:22]([C:26]1[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=1)[C:23](O)=[O:24]>>[OH:21][C@@H:22]([C:26]1[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=1)[C:23]([N:7]([C:4]1[CH:3]=[CH:2][C:1]([CH3:20])=[CH:6][CH:5]=1)[CH2:8][CH2:9][C:10]1[CH:11]=[N:12][C:13]([C:16]([F:19])([F:17])[F:18])=[CH:14][CH:15]=1)=[O:24]

Participants

3

Reactant 2

HCID 13548099Oxo(pyridin-3-yl)acetic acidHCID 58007505HCID 58007505, compound

Product 1

HCID 58007520HCID 58007520, compoundYield 26.2%

Procedure

In analogy to example 13, p-tolyl-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine (95 mg, 0.34 mmol, prepared as in example 14, step1) was coupled to oxo-pyridin-3-yl-acetic acid (54 mg, 0.36 mmol) and reduced to give the title compound as a colorless oil (37 mg, 25%) MS m/e: 416.1 [M+H]+.

Sources & evidence

ORD record
ord-c66dfd970d9548b89b96656d1d4a698e
Source dataset
uspto-grants-2012_03
Patent number
US08133909B2

Reaction notes

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