Trifluoroacetic acid → 8-(6-Chloro-2,3-dihydro-1H-isoindol-5-yl)-3-oxa-8-aza-bicyclo[3.2.1]octane trifluoro-acetate

HRID 225666Notes

Reaction equation

HRID 225666 reaction equation
C(OC([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][C:12]([N:18]3[CH:23]4[CH2:24][CH2:25][CH:19]3[CH2:20][O:21][CH2:22]4)=[C:13]([Cl:17])[CH:14]=2)[CH2:9]1)=O)(C)(C)C.[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29]>>[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29].[Cl:17][C:13]1[CH:14]=[C:15]2[C:10]([CH2:9][NH:8][CH2:16]2)=[CH:11][C:12]=1[N:18]1[CH:19]2[CH2:25][CH2:24][CH:23]1[CH2:22][O:21][CH2:20]2

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 577537275-Chloro-6-(3-oxa-8-aza-bicyclo[3.2.1]oct-8-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

Product 1

HCID 688230038-(6-Chloro-2,3-dihydro-1H-isoindol-5-yl)-3-oxa-8-aza-bicyclo[3.2.1]octane trifluoro-acetate

Procedure

Prepared in analogy to Example A2(c) from 5-chloro-6-(3-oxa-8-aza-bicyclo[3.2.1]oct-8-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester and trifluoroacetic acid. Brown oil. MS (m/e): 267.1 ([{37Cl}M+H]+, 43%), 265.1 ([{35Cl}M+H]+, 100%).

Sources & evidence

ORD record
ord-5afdf6d7ae8f41899b860d3edd534bca
Source dataset
uspto-grants-2009_07
Patent number
US07557114B2

Reaction notes

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