Diisopropylcarbodiimide → HCID 178447319, compound

HRID 1258692Notes

Reaction equation

HRID 1258692 reaction equation
[Cl:1][C:2]1[C:15]([N:16]=[C:17]=S)=[C:14]([Cl:19])[CH:13]=[CH:12][C:3]=1[CH2:4][NH:5][C:6](=[O:11])[C:7]([CH3:10])([CH3:9])[CH3:8].[Cl:20][C:21]1[C:27]([N:28]2[CH2:33][CH2:32][CH:31]([C:34]([F:37])([F:36])[F:35])[CH2:30][CH2:29]2)=[CH:26][C:24]([NH2:25])=[C:23]([NH2:38])[CH:22]=1.CC(C)N=C=NC(C)C.C(Cl)Cl.CCO>CN(C=O)C>[Cl:1][C:2]1[C:15]([NH:16][C:17]2[NH:25][C:24]3[CH:26]=[C:27]([N:28]4[CH2:33][CH2:32][CH:31]([C:34]([F:37])([F:36])[F:35])[CH2:30][CH2:29]4)[C:21]([Cl:20])=[CH:22][C:23]=3[N:38]=2)=[C:14]([Cl:19])[CH:13]=[CH:12][C:3]=1[CH2:4][NH:5][C:6](=[O:11])[C:7]([CH3:10])([CH3:9])[CH3:8]

Participants

6

Reactant 4

HCID 12734DiisopropylcarbodiimideHCID 21584144Dichloromethane ethanolHCID 56840192N-[(2,4-dichloro-3-isothiocyanatophenyl)methyl]-2,2-dimethylpropanamideHCID 67957699HCID 67957699, compound

Product 1

HCID 178447319HCID 178447319, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared from N-(2,4-dichloro-3-isothiocyanato-benzyl)-2,2-dimethyl-propionamide (108 mg, 0.34 mmol), 4-chloro-2-amino-5-(4-trifluoromethyl-piperidin-1-yl)aniline (100 mg, 0.34 mmol), DIC (56 μL) in DMF (2 mL) in analogy to example 5, step (i). Rf(TLC): 0.35 (silica gel, DCM:EtOH 95:5). MS m/z: 576 [M+H]+. HPLC-method G: Rf=1.48 min.

Sources & evidence

ORD record
ord-0ca0c532d5e445458d7c987f4fc8a10b
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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