tert-Butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate → 4-(2-(Trifluoromethyl)phenoxy)piperidine hydrochloride

HRID 1842353Notes

Reaction equation

HRID 1842353 reaction equation
Cl.[Cl:2][C:3]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:4]=1OCC1CCNC1.[OH:20][CH2:21][CH:22]1[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23]1>>[ClH:2].[F:17][C:16]([F:19])([F:18])[C:13]1[CH:14]=[CH:15][CH:3]=[CH:4][C:12]=1[O:20][CH:21]1[CH2:22][CH2:23][NH:24][CH2:25][CH2:26]1

Participants

3

Reactant 2

HCID 5237175tert-Butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylateHCID 680884623-(2-Chloro-5-trifluoromethyl-phenoxymethyl)-pyrrolidine hydrochloride

Product 1

HCID 171780044-(2-(Trifluoromethyl)phenoxy)piperidine hydrochlorideYield 72%

Procedure

The synthesis of intermediate 1n is performed starting with 3-hydroxymethyl-1-BOC-pyrrolidine following the operating mode described for the synthesis of 1a (white solid, total yield 72%). TLC silica gel 60 F 254 Merck, CH2Cl2-MeOH—AcOH: 90:9:1, Rf=0.10

Sources & evidence

ORD record
ord-232bf9856edc4ab4a9fda85329a47854
Source dataset
uspto-grants-2015_02
Patent number
US08946225B2

Reaction notes

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