1-[3-(3-Bromo-5-methoxy-9H-xanthen-9-yl)-8-aza-bicyclo[3.2.1]oct-8-yl]-2,2,2-trifluoro-ethanone → Trifluoroacetic acid

HRID 733418Notes

Reaction equation

HRID 733418 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:6]([CH:18]3[CH2:24][CH:23]4[N:25]([C:26](=[O:31])[C:27]([F:30])([F:29])[F:28])[CH:20]([CH2:21][CH2:22]4)[CH2:19]3)[C:7]3[C:12]([O:13][C:14]=2[CH:15]=1)=[C:11]([O:16][CH3:17])[CH:10]=[CH:9][CH:8]=3.FC(F)(F)C(N1C2CCC1CC(C1C3C=CC(C4NN=NN=4)=CC=3OC3C1=CC=CC=3)C2)=[O:35]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:6]([CH:18]3[CH2:24][CH:23]4[NH:25][CH:20]([CH2:21][CH2:22]4)[CH2:19]3)[C:7]3[C:12]([O:13][C:14]=2[CH:15]=1)=[C:11]([O:16][CH3:17])[CH:10]=[CH:9][CH:8]=3.[C:26]([OH:31])([C:27]([F:30])([F:29])[F:28])=[O:35]

Participants

4

Reactant 2

HCID 578392431-[3-(3-Bromo-5-methoxy-9H-xanthen-9-yl)-8-aza-bicyclo[3.2.1]oct-8-yl]-2,2,2-trifluoro-ethanoneHCID 178521660HCID 178521660, compound2×

Product 2

HCID 6422Trifluoroacetic acidHCID 115022093-(3-Bromo-5-methoxy-9H-xanthen-9-yl)-8-aza-bicyclo[3.2.1]octane

Procedure

Using an adaptation of the method described in Procedure 23, substituting 1-[3-(3-bromo-5-methoxy-9H-xanthen-9-yl)-8-aza-bicyclo[3.2.1]oct-8-yl]-2,2,2-trifluoro-ethanone, 5k for 2,2,2-trifluoro-1-{3-[3-(1H-tetrazol-5-yl)-9H-xanthen-9-yl]-8-aza-bicyclo[3.2.1]oct-8-yl}-ethanone, 4j, the title compound 3-(3-bromo-5-methoxy-9H-xanthen-9-yl)-8-aza-bicyclo[3.2.1]octane, 14k was obtained as a TFA salt. MS m/z (MH+) 400.2.

Sources & evidence

ORD record
ord-0ca83dc5655e45e198f70ae9547c880e
Source dataset
uspto-grants-2009_09
Patent number
US07589104B2

Reaction notes

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