1,2-Dichloroethane → HCID 178522955, compound

HRID 1258668Notes

Reaction equation

HRID 1258668 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][NH:7][C:8]([C:10]2([C:13]([F:16])([F:15])[F:14])[CH2:12][CH2:11]2)=[O:9])=[CH:4][C:3]=1[N:19]=[C:20]=S.[NH2:22][C:23]1[C:28]([NH2:29])=[CH:27][C:26]([N:30]2[CH2:34][CH2:33][CH2:32][C@@H:31]2[CH2:35][OH:36])=[C:25]([Cl:37])[CH:24]=1.C(Cl)CCl>CC#N>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][NH:7][C:8]([C:10]2([C:13]([F:16])([F:15])[F:14])[CH2:12][CH2:11]2)=[O:9])=[CH:4][C:3]=1[NH:19][C:20]1[NH:29][C:28]2[CH:27]=[C:26]([N:30]3[CH2:34][CH2:33][CH2:32][C@@H:31]3[CH2:35][OH:36])[C:25]([Cl:37])=[CH:24][C:23]=2[N:22]=1

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 67957655(R)-1-(4,5-Diamino-2-chloro-phenyl)-2-hydroxymethyl-pyrrolidineHCID 86646336N-(4-Chloro-3-isothiocyanatobenzyl)-1-(trifluoromethyl)cyclopropane carboxamide

Product 1

HCID 178522955HCID 178522955, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared from N-(4-chloro-3-isothiocyanato-benzyl)-1-trifluoromethyl-cyclopropanecarboxamide (85 mg, 0.3 mmol), (R)-1-(4,5-diamino-2-chloro-phenyl)-2-hydroxymethyl-pyrrolidine (62 mg, 0.3 mmol) and EDC (45 μL, 0.3 mmol) in MeCN (5 mL) in analogy with the method described in example 1 step (g).

Sources & evidence

ORD record
ord-2b81738c9aff426a80be9c59f7e39d16
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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