9-(8-azabicyclo[3.2.1]octan-3-ylidene)-N,N-diethylxanthene-3-carboxamide → 1-[3-(3-Bromo-5-methoxy-9H-xanthen-9-yl)-8-aza-bicyclo[3.2.1]oct-8-yl]-2,2,2-trifluoro-ethanone

HRID 733414Notes

Reaction equation

HRID 733414 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[C: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.C(N(CC)C(C1C=CC2C(=C3CC4NC(CC4)C3)C3C(OC=2C=1)=CC=CC=3)=O)C>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:6]([CH:18]3[CH2:19][CH:20]4[N:25]([C:26](=[O:31])[C:27]([F:28])([F:29])[F:30])[CH:23]([CH2:22][CH2:21]4)[CH2:24]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

Participants

3

Reactant 2

HCID 469181419-(8-azabicyclo[3.2.1]octan-3-ylidene)-N,N-diethylxanthene-3-carboxamide2×HCID 577253491-[3-(3-Bromo-5-methoxy-xanthen-9-ylidene)-8-aza-bicyclo[3.2.1]oct-8-yl]-2,2,2-trifluoro-ethanone

Product 1

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

Procedure

Using an adaptation of the method described in Procedure 4, substituting 1-[3-(3-bromo-5-methoxy-xanthen-9-ylidene)-8-aza-bicyclo[3.2.1]oct-8-yl]-2,2,2-trifluoro-ethanone, 4k for 9-(8-aza-bicyclo[3.2.1]oct-3-ylidene)-9H-xanthene-3-carboxylic acid diethylamide, 8a, the title compound 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 was obtained

Sources & evidence

ORD record
ord-d98c1e6ff24e431ba107f05117c855ad
Source dataset
uspto-grants-2009_09
Patent number
US07589104B2

Reaction notes

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