Diisopropylcarbodiimide → HCID 178481220, compound

HRID 1189684Notes

Reaction equation

HRID 1189684 reaction equation
[F:1][C:2]([F:29])([F:28])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10](=[O:27])[C:11]2[CH:16]=[C:15]([NH2:17])[C:14]([NH:18][CH3:19])=[C:13]([F:20])[C:12]=2[N:21]2[CH2:25][CH2:24][C@@H:23]([F:26])[CH2:22]2)[CH2:5][CH2:4]1.[Cl:30][C:31]1[C:44]([N:45]=[C:46]=S)=[C:43]([Cl:48])[CH:42]=[CH:41][C:32]=1[CH2:33][NH:34][C:35](=[O:40])[C:36]([CH3:39])([CH3:38])[CH3:37].CC(C)N=C=NC(C)C>CN(C=O)C>[F:29][C:2]([F:1])([F:28])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10]([C:11]2[C:12]([N:21]3[CH2:25][CH2:24][C@@H:23]([F:26])[CH2:22]3)=[C:13]([F:20])[C:14]3[N:18]([CH3:19])[C:46]([NH:45][C:44]4[C:43]([Cl:48])=[CH:42][CH:41]=[C:32]([CH2:33][NH:34][C:35](=[O:40])[C:36]([CH3:39])([CH3:38])[CH3:37])[C:31]=4[Cl:30])=[N:17][C:15]=3[CH:16]=2)=[O:27])[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 12734DiisopropylcarbodiimideHCID 56840192N-[(2,4-dichloro-3-isothiocyanatophenyl)methyl]-2,2-dimethylpropanamideHCID 178482279HCID 178482279, compound

Product 1

HCID 178481220HCID 178481220, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound is prepared in analogy to 1e from (R)—N-(trans-4-trifluoromethyl-cyclohexyl)-2-[3-fluoro-pyrrolidinyl]-3-fluoro-4-methylamino-5-amino-benzoic acid amide (215 mg, 0.51 mmol), and N-(2,4-dichloro-3-isothiocyanato-benzyl)-2,2-dimethyl-propionamide (162 mg, 0.51 mmol), DIC (80 μL) and DMF (4.0 mL).

Sources & evidence

ORD record
ord-e2776637cded461a8836c1a2debd4a19
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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