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

HRID 1930902Notes

Reaction equation

HRID 1930902 reaction equation
C(OC([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([N:17]3[CH:22]4[CH2:23][CH2:24][CH:18]3[CH2:19][O:20][CH2:21]4)[CH:14]=2)[CH2:9]1)=O)(C)(C)C.[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28]>>[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28].[CH2:9]1[C:10]2[C:15](=[CH:14][C:13]([N:17]3[CH:18]4[CH2:24][CH2:23][CH:22]3[CH2:21][O:20][CH2:19]4)=[CH:12][CH:11]=2)[CH2:16][NH:8]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 577534235-(3-Oxa-8-aza-bicyclo[3.2.1]oct-8-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

Product 1

HCID 688223788-(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-(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): 231.1 ([M+H]+, 100%).

Sources & evidence

ORD record
ord-212c4ab94b7a4ee8a0a8e48fad3e281f
Source dataset
uspto-grants-2012_05
Patent number
US08188139B2

Reaction notes

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