N-(2-{5-Methoxy-9-[8-(2,2,2-trifluoroacetyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-9H-xanthen-3-yl}-phenyl)-acetamide → Trifluoroacetic acid

HRID 733419Notes

Reaction equation

HRID 733419 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:4]=1[O:5][C:6]1[CH:7]=[C:8]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[NH:37][C:38](=[O:40])[CH3:39])[CH:9]=[CH:10][C:11]=1[CH:12]2[CH:17]1[CH2:23][CH:22]2[N:24]([C:25](=[O:30])[C:26]([F:29])([F:28])[F:27])[CH:19]([CH2:20][CH2:21]2)[CH2:18]1.FC(F)(F)C(N1C2CCC1CC(C1C3C=CC(C4NN=NN=4)=CC=3OC3C1=CC=CC=3)C2)=[O:44]>>[CH:22]12[NH:24][CH:19]([CH2:20][CH2:21]1)[CH2:18][CH:17]([CH:12]1[C:11]3[CH:10]=[CH:9][C:8]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=4[NH:37][C:38](=[O:40])[CH3:39])=[CH:7][C:6]=3[O:5][C:4]3[C:13]1=[CH:14][CH:15]=[CH:16][C:3]=3[O:2][CH3:1])[CH2:23]2.[C:25]([OH:30])([C:26]([F:29])([F:28])[F:27])=[O:44]

Participants

4

Reactant 2

HCID 57839230N-(2-{5-Methoxy-9-[8-(2,2,2-trifluoroacetyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-9H-xanthen-3-yl}-phenyl)-acetamideHCID 178521660HCID 178521660, compound2×

Product 2

HCID 6422Trifluoroacetic acidHCID 11583322N-{2-[9-(8-Aza-bicyclo[3.2.1]oct-3-yl)-5-methoxy-9H-xanthen-3-yl]-phenyl}-acetamide

Procedure

Using an adaptation of the method described in Procedure 23, substituting N-(2-{5-methoxy-9-[8-(2,2,2-trifluoroacetyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-9H-xanthen-3-yl}-phenyl)-acetamide, 1l 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 N-{2-[9-(8-aza-bicyclo[3.2.1]oct-3-yl)-5-methoxy-9H-xanthen-3-yl]-phenyl}-acetamide, 2l was obtained as a TFA salt. MS m/z (MH+) 455.1.

Sources & evidence

ORD record
ord-1172bd1c901445d990dac5d8950a1b54
Source dataset
uspto-grants-2009_09
Patent number
US07589104B2

Reaction notes

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