HCID 86666471, compound → HCID 86666472, compound

HRID 1189660Notes

Reaction equation

HRID 1189660 reaction equation
[F:1][C:2]([F:34])([F:33])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:32])[C:12]2[CH:17]=[C:16]([N+:18]([O-])=O)[C:15]([NH:21][CH2:22][CH:23]([F:25])[F:24])=[CH:14][C:13]=2[N:26]2[CH2:30][CH2:29][C@@H:28]([F:31])[CH2:27]2)=[CH:6][CH:5]=1>[Ni].C1COCC1>[F:33][C:2]([F:1])([F:34])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:32])[C:12]2[CH:17]=[C:16]([NH2:18])[C:15]([NH:21][CH2:22][CH:23]([F:25])[F:24])=[CH:14][C:13]=2[N:26]2[CH2:30][CH2:29][C@@H:28]([F:31])[CH2:27]2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 86666471HCID 86666471, compound

Product 1

HCID 86666472HCID 86666472, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of (R)—N-(4-trifluoromethoxyphenyl)-2-[3-fluoro-pyrrolidinyl]-4-(2,2-difluoro-ethylamino)-5-nitro-benzoic acid amide (100 mg, 0.20 mmol), Ra—Ni (40 mg) and THF (10 mL) is stirred under 3 bar H2-atmosphere overnight. The mixture is filtered, and the filtrate is concentrated. Yield: 94 mg. HPLC Rt=1.41 min (method A). MS m/z: 463 [M+H]+.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-e2de75aec4944dea9ebb53502b50188a
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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