HCID 178481207, compound → HCID 178481208, compound

HRID 1410256Notes

Reaction equation

HRID 1410256 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]#[N:10])=[CH:4][C:3]=1[NH:11][C:12]1[N:16]([CH3:17])[C:15]2[CH:18]=[C:19]([O:35][CH2:36][CH:37]([F:39])[F:38])[C:20]([C:22]([NH:24][C@H:25]3[CH2:30][CH2:29][C@H:28]([C:31]([F:34])([F:33])[F:32])[CH2:27][CH2:26]3)=[O:23])=[CH:21][C:14]=2[N:13]=1>[Ni].C1COCC1>[NH2:10][CH2:9][C:5]1[C:6]([F:8])=[CH:7][C:2]([Cl:1])=[C:3]([NH:11][C:12]2[N:16]([CH3:17])[C:15]3[CH:18]=[C:19]([O:35][CH2:36][CH:37]([F:38])[F:39])[C:20]([C:22]([NH:24][C@H:25]4[CH2:30][CH2:29][C@H:28]([C:31]([F:33])([F:34])[F:32])[CH2:27][CH2:26]4)=[O:23])=[CH:21][C:14]=3[N:13]=2)[CH:4]=1

Participants

4

Reactant 1

HCID 178481207HCID 178481207, compound

Product 1

HCID 178481208HCID 178481208, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The sub-title compound was prepared in accordance with Example 3d, using 2-[(2-chloro-5-cyano-4-fluoro-phenyl)-amino]-6-(2,2-difluoroethoxy)-1-methyl-N-(trans-4-trifluoromethyl-cyclohex-1-yl)-1H-benzo[d]imidazole-5-carboxamide (210 mg; 0.37 mmol), Ra—Ni (3 mg), H2 (5 atm) and THF (10 mL). Yield: 150 mg (70%).

Sources & evidence

ORD record
ord-ec4721b64bb243209e6e1eb5790c7343
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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