1,4-Dioxane hydrochloride → N-(2-{[3-(fluoromethyl)pyrrolidin-3-yl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide HCl salt

HRID 1025791Notes

Reaction equation

HRID 1025791 reaction equation
FCC1(NC(=O)CC2C(C(F)(F)F)=CC=CC=2C(N)=O)CCNC1.[F:25][CH2:26][C:27]1([NH:39][C:40](=[O:55])[CH2:41][NH:42][C:43](=[O:54])[C:44]2[CH:49]=[CH:48][CH:47]=[C:46]([C:50]([F:53])([F:52])[F:51])[CH:45]=2)[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28]1.O1CCOCC1.[ClH:62]>C1COCC1>[ClH:62].[F:25][CH2:26][C:27]1([NH:39][C:40](=[O:55])[CH2:41][NH:42][C:43](=[O:54])[C:44]2[CH:49]=[CH:48][CH:47]=[C:46]([C:50]([F:53])([F:51])[F:52])[CH:45]=2)[CH2:31][CH2:30][NH:29][CH2:28]1

Participants

5

Reactant 3

HCID 204431481,4-Dioxane hydrochlorideHCID 59556186Tert-butyl 3-(fluoromethyl)-3-[({[3-(trifluoromethyl)benzoyl]amino}acetyl)amino]pyrrolidine-1-carboxylateHCID 866831072-{[(3-(Fluoromethyl)pyrrolidin-3-yl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide

Product 1

HCID 66792273N-(2-{[3-(fluoromethyl)pyrrolidin-3-yl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide HCl salt

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-(2-{[(3-(Fluoromethyl)pyrrolidin-3-yl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide. To a solution of 578 mg (1.29 mmol) of tert-butyl 3-(fluoromethyl)-3-[({[3-(trifluoromethyl)benzoyl]amino}acetyl)amino]pyrrolidine-1-carboxylate in 5 mL of THF was added 2 mL of 4 N HCl dioxane solution. The reaction mixture was stirred at room temperature for 1 h and evaporated to give the yellow solid, N-(2-{[3-(fluoromethyl)pyrrolidin-3-yl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide HCl salt: MS (m/e): 347 (M+1)+.

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-d6336a06e59d46afbfa4e86bfa90878a
Source dataset
uspto-grants-2014_05
Patent number
US08729063B2

Reaction notes

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