1,2-Dichloroethane → HCID 86656855, compound

HRID 410913Notes

Reaction equation

HRID 410913 reaction equation
[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[C:6]([NH2:21])[CH:5]=1.[NH2:23][C:24]1[S:25][C:26]2[CH:32]=[C:31]([O:33][C:34]([F:37])([F:36])[F:35])[CH:30]=[CH:29][C:27]=2[N:28]=1.[C:38](N1C=CN=C1)(N1C=CN=C1)=S.C(Cl)CCl>CN(C=O)C>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[CH:8][C:7]2[N:10]([CH2:11][CH2:12][NH:13][C:14]([O:16][C:17]([CH3:19])([CH3:18])[CH3:20])=[O:15])[C:38]([NH:23][C:24]3[S:25][C:26]4[CH:32]=[C:31]([O:33][C:34]([F:37])([F:35])[F:36])[CH:30]=[CH:29][C:27]=4[N:28]=3)=[N:21][C:6]=2[CH:5]=1)=[O:22]

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 5070RiluzoleHCID 802641,1'-ThiocarbonyldiimidazoleHCID 67332765Methyl 3-amino-4-({2-[(tert-butoxycarbonyl)amino]ethyl}amino)benzoate

Product 1

HCID 86656855HCID 86656855, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-(2-tert-Butoxycarbonylamino-ethyl)-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid methyl ester (374.0 mg) was prepared by following General Procedure D starting from 3-amino-4-(2-tert-butoxycarbonylamino-ethylamino)-benzoic acid methyl ester (525.0 mg), 2-amino-6-(trifluoromethoxy)-benzothiazole (585.0 mg), 1,1′-thiocarbonyldiimidazole (445.0 mg), and EDC (480.0 mg) in DMF (2.0 mL).

Sources & evidence

ORD record
ord-ecf91433dae244288a3629ab961ca3fa
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

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