Diisopropylcarbodiimide → HCID 178447331, compound

HRID 1189639Notes

Reaction equation

HRID 1189639 reaction equation
[F:1][C:2]([F:28])([F:27])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10](=[O:26])[C:11]2[CH:16]=[C:15]([NH2:17])[C:14]([NH2:18])=[CH:13][C:12]=2[N:19]2[CH2:24][CH2:23][CH:22]([F:25])[CH2:21][CH2:20]2)[CH2:5][CH2:4]1.[F:29][C:30]1[C:43]([N:44]=[C:45]=S)=[C:42]([F:47])[CH:41]=[CH:40][C:31]=1[CH2:32][NH:33][C:34](=[O:39])[C:35]([CH3:38])([CH3:37])[CH3:36].CC(C)N=C=NC(C)C>CN(C=O)C>[F:28][C:2]([F:27])([F:1])[C@H:3]1[CH2:4][CH2:5][C@H:6]([NH:9][C:10]([C:11]2[C:12]([N:19]3[CH2:24][CH2:23][CH:22]([F:25])[CH2:21][CH2:20]3)=[CH:13][C:14]3[NH:18][C:45]([NH:44][C:43]4[C:42]([F:47])=[CH:41][CH:40]=[C:31]([CH2:32][NH:33][C:34](=[O:39])[C:35]([CH3:36])([CH3:37])[CH3:38])[C:30]=4[F:29])=[N:17][C:15]=3[CH:16]=2)=[O:26])[CH2:7][CH2:8]1

Participants

5

Reactant 3

HCID 12734DiisopropylcarbodiimideHCID 56840193N-(2,4-Difluoro-3-isothiocyanato-benzyl)-2,2-dimethyl-propionamideHCID 178507776HCID 178507776, compound

Product 1

HCID 178447331HCID 178447331, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound is prepared in analogy to 2c from N-(trans-4-trifluoromethyl-cyclohexyl)-2-(4-fluoro-piperidinyl)-4,5-diamino-benzoic acid amide (50 mg, 0.12 mmol), and N-(2,4-difluoro-3-isothiocyanato-benzyl)-2,2-dimethyl-propionamide (70 mg, 0.24 mmol), DIC (30 μL) and DMF (2.0 mL).

Sources & evidence

ORD record
ord-4b55b63bdb6744dfa39ccd114214e583
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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