Trifluoroacetic acid → 4((2,2-Difluorocyclopropyl)methy)piperidin-4-ol

HRID 514805Notes

Reaction equation

HRID 514805 reaction equation
[F:1][C:2]1([F:20])[CH2:4][CH:3]1[CH2:5][C:6]1([OH:19])[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH2:7]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:20][C:2]1([F:1])[CH2:4][CH:3]1[CH2:5][C:6]1([OH:19])[CH2:7][CH2:8][NH:9][CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90447574HCID 90447574, compound

Product 1

HCID 904200724((2,2-Difluorocyclopropyl)methy)piperidin-4-ol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of compound 11C (1 eq.) in DCM, was added TFA (10 eq.), the reaction mixture was stirred at room temperature for about 2 hours, when TLC detected no s.m. The reaction mixture was concentrated to afford the desired product 11D. The crude product was used for the next step directly without further purification. LC-MS: m/z 192.3 (M+H)+

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-b937e3f30d45463a9c675427af691a86
Source dataset
uspto-grants-2015_08
Patent number
US09108921B2

Reaction notes

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