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

HRID 733416Notes

Reaction equation

HRID 733416 reaction equation
[F:1][C:2]([F:36])([F:35])[C:3]([N:5]1[CH:10]2[CH2:11][CH2:12][CH:6]1[CH2:7][CH:8]([CH:13]1[C:26]3[CH:25]=[CH:24][C:23]([C:27]4[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=4)=[CH:22][C:21]=3[O:20][C:19]3[C:14]1=[CH:15][CH:16]=[CH:17][C:18]=3[O:33][CH3:34])[CH2:9]2)=[O:4].FC(F)(F)C(N1C2CCC1CC(C1C3C=CC(C4NN=NN=4)=CC=3OC3C1=CC=CC=3)C2)=[O:40]>>[CH3:34][O:33][C:18]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:19]=1[O:20][C:21]1[CH:22]=[C:23]([C:27]3[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=3)[CH:24]=[CH:25][C:26]=1[CH:13]2[CH:8]1[CH2:7][CH:6]2[NH:5][CH:10]([CH2:11][CH2:12]2)[CH2:9]1.[C:3]([OH:40])([C:2]([F:36])([F:35])[F:1])=[O:4]

Participants

4

Reactant 2

HCID 578392272,2,2-Trifluoro-1-[3-(5-methoxy-3-pyridin-3-yl-9H-xanthen-9-yl)-8-aza-bicyclo[3.2.1]oct-8-yl]-ethanoneHCID 178521660HCID 178521660, compound2×

Product 2

HCID 6422Trifluoroacetic acidHCID 116898213-(5-Methoxy-3-pyridin-3-yl-9H-xanthen-9-yl)-8-aza-bicyclo[3.2.1]octane

Procedure

Using an adaptation of the method described in Procedure 23, substituting 2,2,2-trifluoro-1-[3-(5-methoxy-3-pyridin-3-yl-9H-xanthen-9-yl)-8-aza-bicyclo[3.2.1]oct-8-yl]-ethanone, 6k 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-(5-methoxy-3-pyridin-3-yl-9H-xanthen-9-yl)-8-aza-bicyclo[3.2.1]octane, 7k was obtained as a TFA salt. MS m/z (MH+) 399.1.

Sources & evidence

ORD record
ord-4ed84ea9274d427b88e6c030a2ed648d
Source dataset
uspto-grants-2009_09
Patent number
US07589104B2

Reaction notes

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