2,2,2-Trifluoro-1-(4-(1-(6-(trifluoromethyl)benzo[b]thiophene-2-carbonyl)azetidin-3-yl)piperazin-1-yl)ethanone → (3-(Piperazin-1-yl)azetidin-1-yl)(6-(trifluoromethyl)benzo[b]thiophen-2-yl)methanone

HRID 1961374Notes

Reaction equation

HRID 1961374 reaction equation
FC(F)(F)C([N:5]1[CH2:10][CH2:9][N:8]([CH:11]2[CH2:14][N:13]([C:15]([C:17]3[S:21][C:20]4[CH:22]=[C:23]([C:26]([F:29])([F:28])[F:27])[CH:24]=[CH:25][C:19]=4[CH:18]=3)=[O:16])[CH2:12]2)[CH2:7][CH2:6]1)=O>CO>[N:8]1([CH:11]2[CH2:14][N:13]([C:15]([C:17]3[S:21][C:20]4[CH:22]=[C:23]([C:26]([F:28])([F:27])[F:29])[CH:24]=[CH:25][C:19]=4[CH:18]=3)=[O:16])[CH2:12]2)[CH2:9][CH2:10][NH:5][CH2:6][CH2:7]1

Participants

3

Reactant 1

HCID 866492442,2,2-Trifluoro-1-(4-(1-(6-(trifluoromethyl)benzo[b]thiophene-2-carbonyl)azetidin-3-yl)piperazin-1-yl)ethanone

Product 1

HCID 66770300(3-(Piperazin-1-yl)azetidin-1-yl)(6-(trifluoromethyl)benzo[b]thiophen-2-yl)methanone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2,2,2-trifluoro-1-(4-(1-(6-(trifluoromethyl)benzo[b]thiophene-2-carbonyl)azetidin-3-yl)piperazin-1-yl)ethanone (1.12 mmol, 520 mg) in 20 mL of methanol and TEA (2 mL) was stirred at room temperature for 3 days. The resulting mixture was concentrated to yield (3-(piperazin-1-yl)azetidin-1-yl)(6-(trifluoromethyl)benzo[b]thiophen-2-yl)methanone, which was used in the next step without purification.

Workup

  1. concentrationThe resulting mixture was concentrated

Sources & evidence

ORD record
ord-ce5de74e109b4721b7c76cb8d149b447
Source dataset
uspto-grants-2013_04
Patent number
US08415341B2

Reaction notes

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