Diisopropylcarbodiimide → HCID 178468552, compound

HRID 1410233Notes

Reaction equation

HRID 1410233 reaction equation
[NH2:1][C:2]1[C:12]([NH2:13])=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[C:4]([O:14][CH2:15][CH:16]([F:18])[F:17])[CH:3]=1.[Cl:19][C:20]1[CH:36]=[CH:35][C:23]([CH2:24][NH:25][C:26]([C:28]2([C:31]([F:34])([F:33])[F:32])[CH2:30][CH2:29]2)=[O:27])=[CH:22][C:21]=1[N:37]=[C:38]=S.CC(C)N=C=NC(C)C>C1COCC1>[Cl:19][C:20]1[CH:36]=[CH:35][C:23]([CH2:24][NH:25][C:26]([C:28]2([C:31]([F:34])([F:33])[F:32])[CH2:29][CH2:30]2)=[O:27])=[CH:22][C:21]=1[NH:37][C:38]1[NH:1][C:2]2[CH:3]=[C:4]([O:14][CH2:15][CH:16]([F:17])[F:18])[C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][C:12]=2[N:13]=1

Participants

5

Reactant 3

HCID 12734DiisopropylcarbodiimideHCID 59529892HCID 59529892, compound2×HCID 86646336N-(4-Chloro-3-isothiocyanatobenzyl)-1-(trifluoromethyl)cyclopropane carboxamide

Product 1

HCID 178468552HCID 178468552, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The sub-title compound was prepared in accordance with Example 59 (h) using ethyl 4,5-diamino-2-(2,2-difluoroethoxy)benzoate (0.466 g; 1.79 mmol; crude material from step (c)), N-(4-chloro-3-isothiocyanatobenzyl)-1-(trifluoromethyl)cyclopropane carboxamide (0.600 g; 1.79 mmol), DIC (0.226 g; 1.79 mmol) and THF (40 mL). Yield: 0.620 g (62%).

Sources & evidence

ORD record
ord-34ed8c4029a449b9aafacbedca3da983
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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