Ethyl ((5-chlorothiophen-2-yl)sulfonyl)carbamate → HCID 58998465, compound

HRID 1593084Notes

Reaction equation

HRID 1593084 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:17][CH2:16][C:15]3[C:10](=[CH:11][C:12]([F:20])=[C:13]([NH:18][CH3:19])[CH:14]=3)[C:9]2=[O:21])=[CH:4][CH:3]=1.[Cl:22][C:23]1[S:27][C:26]([S:28]([NH:31][C:32](=O)[O:33]CC)(=[O:30])=[O:29])=[CH:25][CH:24]=1>CC(O)=O>[Cl:22][C:23]1[S:27][C:26]([S:28]([NH:31][C:32]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([N:8]3[CH2:17][CH2:16][C:15]4[C:10](=[CH:11][C:12]([F:20])=[C:13]([NH:18][CH3:19])[CH:14]=4)[C:9]3=[O:21])=[CH:4][CH:3]=2)=[O:33])(=[O:30])=[O:29])=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 24778122Ethyl ((5-chlorothiophen-2-yl)sulfonyl)carbamateHCID 58998455HCID 58998455, compound

Product 1

HCID 58998465HCID 58998465, compoundYield 22.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 2-(4-aminophenyl)-7-fluoro-6-(methylamino)-3,4-dihydroisoquinolin-1(2H)-one (62 mg, 0.22 mmol) in HOAc (4 mL) at 100 C, ethyl 5-chlorothiophen-2-ylsulfonylcarbamate (119 mg, 0.44 mmol) was added. After being stirred at room temperature for 1 h, the reaction mixture was concentrated in vacuo. The residue was purified by RP-HPLC to give the titled compound as a powder (25 mg). ES-MS (M+H)+=509, 511 (Cl pattern).

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customThe residue was purified by RP-HPLC

Sources & evidence

ORD record
ord-dd05d27957a34ed289d8b8652b8e7c14
Source dataset
uspto-grants-2007_11
Patent number
US07294635B2

Reaction notes

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