HCID 66788528, compound → HCID 66789450, compound

HRID 1660801Notes

Reaction equation

HRID 1660801 reaction equation
C(OC([N:8]1[C:17]2[C:12](=[CH:13][C:14]([C:18](=[O:31])[NH:19][C:20]3[CH:25]=[CH:24][C:23]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:22][CH:21]=3)=[CH:15][CH:16]=2)[N:11]([S:32]([C:35]2[CH:40]=[C:39]([Cl:41])[CH:38]=[CH:37][C:36]=2[O:42][CH3:43])(=[O:34])=[O:33])[CH2:10][CH2:9]1)=O)(C)(C)C>FC(F)(F)C(O)=O>[CH2:29]([O:28][C:26](=[O:27])[C:23]1[CH:24]=[CH:25][C:20]([NH:19][C:18]([C:14]2[CH:13]=[C:12]3[C:17](=[CH:16][CH:15]=2)[NH:8][CH2:9][CH2:10][N:11]3[S:32]([C:35]2[CH:40]=[C:39]([Cl:41])[CH:38]=[CH:37][C:36]=2[O:42][CH3:43])(=[O:34])=[O:33])=[O:31])=[CH:21][CH:22]=1)[CH3:30]

Participants

3

Reactant 1

HCID 66788528HCID 66788528, compound

Product 1

HCID 66789450HCID 66789450, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 4-(5-chloro-2-methoxy-benzenesulfonyl)-6-(4-ethoxycarbonyl-phenylcarbamoyl)-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester (95 mg, 0.15 mmol) in trifluoroacetic acid (2 mL) was stirred at room temperature 2 hours. The volatiles were removed and the residue was purified by trituration in dichloromethane. 4-{[4-(5-Chloro-2-methoxy-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoxaline-6-carbonyl]-amino}-benzoic acid ethyl ester was obtained as a white solid, 61 mg (76%), MS (ISP): m/e=530.3, 532.3 (M+H+.).

Workup

  1. customThe volatiles were removed
  2. customthe residue was purified by trituration in dichloromethane

Sources & evidence

ORD record
ord-08ad57cab40c4f9eb9141262f8a98c34
Source dataset
uspto-grants-2011_10
Patent number
US08030308B2

Reaction notes

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