Pyridine → HCID 58125761, compound

HRID 1925757Notes

Reaction equation

HRID 1925757 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:4][C:3]=1[S:13](Cl)(=[O:15])=[O:14].[NH2:17][C:18]1[CH:22]=[CH:21][S:20][C:19]=1[C:23]([O:25][CH3:26])=[O:24].N1C=CC=CC=1>CN(C)C1C=CN=CC=1.ClCCl>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:4][C:3]=1[S:13]([NH:17][C:18]1[CH:22]=[CH:21][S:20][C:19]=1[C:23]([O:25][CH3:26])=[O:24])(=[O:15])=[O:14]

Participants

6

Reactant 3

HCID 1049PyridineHCID 89652Methyl 3-amino-2-thiophenecarboxylateHCID 44890788HCID 44890788, compound

Product 1

HCID 58125761HCID 58125761, compoundYield 30.4%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

Synthesized as described for 3 using 2-chloro-4-(trifluoromethoxy)benzene-1-sulfonyl chloride (5.0 g; 16.94 mmol), methyl 3-aminothiophene-2-carboxylate (2.93 g; 18.63 mmol), 4-dimethylaminopyridine (517.0 mg; 4.23 mmol) pyridine (38.0 mL; excess) and anhydrous dichloromethane (100 mL). The resulting crude white crystalline solid was washed with acetone to afford the title compound as a white solid (2.14 g).

Workup

  1. customSynthesized
  2. washThe resulting crude white crystalline solid was washed with acetone

Sources & evidence

ORD record
ord-4def176cea56465390fd1b12d0816aa1
Source dataset
uspto-grants-2012_05
Patent number
US08178699B2

Reaction notes

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