1,2-Dichloroethane → HCID 178453058, compound

HRID 2042840Notes

Reaction equation

HRID 2042840 reaction equation
[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([N:16]=[C:17]=S)[C:10]=1[Cl:19])([CH3:4])([CH3:3])[CH3:2].[NH2:21][C:22]1[C:23]([NH2:46])=[N:24][C:25]([O:41][CH2:42][CH:43]([F:45])[F:44])=[C:26]([CH:40]=1)[C:27]([NH:29][C@H:30]1[CH2:35][CH2:34][C@H:33]([C:36]([F:39])([F:38])[F:37])[CH2:32][CH2:31]1)=[O:28].C(Cl)CCl>CC#N>[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([NH:16][C:17]2[NH:46][C:23]3=[N:24][C:25]([O:41][CH2:42][CH:43]([F:45])[F:44])=[C:26]([C:27](=[O:28])[NH:29][C@H:30]4[CH2:31][CH2:32][C@H:33]([C:36]([F:38])([F:37])[F:39])[CH2:34][CH2:35]4)[CH:40]=[C:22]3[N:21]=2)[C:10]=1[Cl:19])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 56840196(2,4-Dichloro-3-isothiocyanato-benzyl)-carbamic acid tert-butyl esterHCID 178507778HCID 178507778, compound

Product 1

HCID 178453058HCID 178453058, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound is prepared from (2,4-dichloro-3-isothiocyanato-benzyl)-carbamic acid tert-butyl ester (3.15 g, 9.45 mmol), 5,6-diamino-2-(2,2-difluoro-ethoxy)-N-(trans-4-trifluoromethyl-cyclohexyl)-nicotinamide (3.60 g, 9.42 mmol), EDC (2.0 g, 10.4 mmol) in MeCN (40 ml) in analogy to example 5c.

Sources & evidence

ORD record
ord-850bf7b459ef4fc2bfbfc633e0795ee7
Source dataset
uspto-grants-2013_11
Patent number
US08586604B2

Reaction notes

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