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1,3-Benzenedicarbonitrile, 4-fluoro- → {(S)-6-[(R)-4-(2,4-Dicyano-phenoxy)-7-fluoro-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester

HRID 2408558
Notes
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Reaction equation

HRID 2408558 reaction equation
[CH3:1][O:2][C:3](=[O:26])[CH2:4][C@H:5]1[C:9]2[CH:10]=[CH:11][C:12]([O:14][C@H:15]3[C:23]4[C:18](=[C:19]([OH:25])[CH:20]=[CH:21][C:22]=4[F:24])[CH2:17][CH2:16]3)=[CH:13][C:8]=2[O:7][CH2:6]1.F[C:28]1[CH:35]=[CH:34][C:31]([C:32]#[N:33])=[CH:30][C:29]=1[C:36]#[N:37]>>[CH3:1][O:2][C:3](=[O:26])[CH2:4][C@H:5]1[C:9]2[CH:10]=[CH:11][C:12]([O:14][C@H:15]3[C:23]4[C:18](=[C:19]([O:25][C:28]5[CH:35]=[CH:34][C:31]([C:32]#[N:33])=[CH:30][C:29]=5[C:36]#[N:37])[CH:20]=[CH:21][C:22]=4[F:24])[CH2:17][CH2:16]3)=[CH:13][C:8]=2[O:7][CH2:6]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 2029211,3-Benzenedicarbonitrile, 4-fluoro-HCID 86720104[(S)-6-((R)-7-Fluoro-4-hydroxyindan-1-yloxy)-2,3-dihydrobenzofuran-3-yl]-acetic acid methyl ester

Product 1

HCID 86720131{(S)-6-[(R)-4-(2,4-Dicyano-phenoxy)-7-fluoro-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester

Procedure

The title compound is prepared from {(S)-6-[(R)-7-fluoro-4-hydroxy-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester and 4-fluoro-isophthalonitrile following a procedure analogous to that described for Intermediate 12. LC (method 6): tR=1.14 min; Mass spectrum (ESI+): m/z=485 [M+H]+.

Sources & evidence

ORD record
ord-ec36f5af354b458592df877d6fd70522
Source dataset
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08815864B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes