Hydrochloride methanol → 4-Amino-1-{(2R)-2-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-Phenylacetyl}piperidine monohydrochloride

HRID 369902Notes

Reaction equation

C(OC([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:31])[C@:16]([C@@H:24]2[CH2:28][CH2:27][C:26]([F:30])([F:29])[CH2:25]2)([OH:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:11][CH2:10]1)=O)(C)(C)C.[ClH:32].CO>>[ClH:32].[NH2:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15](=[O:31])[C@:16]([C@@H:24]2[CH2:28][CH2:27][C:26]([F:29])([F:30])[CH2:25]2)([OH:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:13][CH2:14]1

Participants

Reactant 2

HCID 21893726Hydrochloride methanol

HCID 537198534-t-butoxycarbonylamino-1-{(2R)-2-((1R)-3, 3-difluorocyclopentyl)-2-hydroxy-2-phenylacetyl}piperidine

Product 1

HCID 698471774-Amino-1-{(2R)-2-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-Phenylacetyl}piperidine monohydrochloride

Procedure

In 2 ml of 10% HCl-methanol, 84 mg of 4-t-butoxycarbonylamino-1-{(2R)-2-((1R)-3, 3-difluorocyclopentyl)-2-hydroxy-2-phenylacetyl}piperidine was dissolved, and stirred for 3 hours at room temperature. The solvent was distilled off under reduced pressure, and 60 mg of the title compound was obtained as a colorless solid by recrystallizing the resulting residue from ethyl acetate/hexane.

Workup

distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record: ord-e1cd1dd870fb49bc81456c3fac43834d
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06140333

Reaction notes

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