Trifluoroacetic acid → (4-{2-[(1S,2R)-2-{1-[(benzyloxy)carbonyl]piperidin-4-yl}cyclopropyl]ethoxy}-2,5-difluorophenyl)acetic acid

HRID 1474715Notes

Reaction equation

HRID 1474715 reaction equation
C(O[C:6]1([F:38])[C:33](CC=O)=[CH:32][C:31]([F:37])=[CH:30][CH:7]1[O:8][CH2:9][CH2:10][C@@H:11]1[CH2:13][C@@H:12]1[CH:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:21])[CH2:16][CH2:15]1)(C)(C)C.[C:39]([OH:45])([C:41](F)(F)F)=[O:40]>ClCCl>[CH2:23]([O:22][C:20]([N:17]1[CH2:16][CH2:15][CH:14]([C@H:12]2[CH2:13][C@H:11]2[CH2:10][CH2:9][O:8][C:7]2[C:6]([F:38])=[CH:33][C:32]([CH2:41][C:39]([OH:45])=[O:40])=[C:31]([F:37])[CH:30]=2)[CH2:19][CH2:18]1)=[O:21])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117678479Benzyl 4-{(1R,2S)-2-[2-(2-tert-butoxy-2-oxoethyl-2,5-difluorophenoxy)ethyl]cyclopropyl}piperidine-1-carboxylate

Product 1

HCID 86711199(4-{2-[(1S,2R)-2-{1-[(benzyloxy)carbonyl]piperidin-4-yl}cyclopropyl]ethoxy}-2,5-difluorophenyl)acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Benzyl 4-{(1R,2S)-2-[2-(2-tert-butoxy-2-oxoethyl-2,5-difluorophenoxy)ethyl]cyclopropyl}piperidine-1-carboxylate (0.350 g, 0.661 ml) was dissolved in dichloromethane (1.5 ml) and TFA (1.5 ml) added. The mixture was stirred at RT for 3.5 h and the volatiles removed under vacuum to afford the title compound. LC/MS (m/z): 474.3 (M+H)+.

Workup

  1. customthe volatiles removed under vacuum

Sources & evidence

ORD record
ord-eaef5fbbd8a142c981ea0f25d069ec32
Source dataset
uspto-grants-2015_04
Patent number
US09018224B2

Reaction notes

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