Ammonia → 2-((S)-6-((R)-4-(4-(2-Amino-2-oxoethoxy)-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

HRID 237703Notes

Reaction equation

HRID 237703 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:25]2[C:30]([CH3:31])=[CH:29][C:28]([O:32][CH2:33][C:34](OC)=[O:35])=[CH:27][C:26]=2[CH3:38])=[C:6]2[C:10]=1[C@H:9]([O:11][C:12]1[CH:24]=[CH:23][C:15]3[C@H:16]([CH2:19][C:20]([OH:22])=[O:21])[CH2:17][O:18][C:14]=3[CH:13]=1)[CH2:8][CH2:7]2.[NH3:39]>O1CCOCC1>[NH2:39][C:34](=[O:35])[CH2:33][O:32][C:28]1[CH:29]=[C:30]([CH3:31])[C:25]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[C:10]3[C:6]=2[CH2:7][CH2:8][C@H:9]3[O:11][C:12]2[CH:24]=[CH:23][C:15]3[C@H:16]([CH2:19][C:20]([OH:22])=[O:21])[CH2:17][O:18][C:14]=3[CH:13]=2)=[C:26]([CH3:38])[CH:27]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 866971262-((S)-6-((R)-7-Fluoro-4-(4-(2-methoxy-2-oxoethoxy)-2,6-dimethylphenyl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

Product 1

HCID 866973722-((S)-6-((R)-4-(4-(2-Amino-2-oxoethoxy)-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The title compound is prepared from 2-((S)-6-((R)-7-fluoro-4-(4-(2-methoxy-2-oxoethoxy)-2,6-dimethylphenyl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid and 0.5 M solution of ammonia in 1,4-dioxane following a procedure analogous to that described in example 12. LC (method 9): tR=1.01 min; Mass spectrum (ESI+): m/z=506 [M+H]+.

Sources & evidence

ORD record
ord-0b4d718a2ae6438088af13b9607562e0
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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