3,4,5-Trifluorobenzonitrile → HCID 86720158, compound

HRID 2408587Notes

Reaction equation

HRID 2408587 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:11])[C:9]=1F)[C:5]#[N:6].[F:12][C:13]1[CH:14]=[CH:15][C:16]([OH:36])=[C:17]2[C:21]=1[C@H:20]([O:22][C:23]1[CH:35]=[CH:34][C:26]3[C@H:27]([CH2:30][C:31]([OH:33])=[O:32])[CH2:28][O:29][C:25]=3[CH:24]=1)[CH2:19][CH2:18]2.COC(=O)C[C@H]1C2C=CC(O[C@H]3C4C(=C(O)C=CC=4F)CC3)=CC=2OC1>>[C:5]([C:4]1[CH:7]=[C:8]([F:11])[C:9]([O:36][C:16]2[CH:15]=[CH:14][C:13]([F:12])=[C:21]3[C:17]=2[CH2:18][CH2:19][C@H:20]3[O:22][C:23]2[CH:35]=[CH:34][C:26]3[C@H:27]([CH2:30][C:31]([OH:33])=[O:32])[CH2:28][O:29][C:25]=3[CH:24]=2)=[C:2]([F:1])[CH:3]=1)#[N:6]

Participants

4

Reactant 3

HCID 5938143,4,5-TrifluorobenzonitrileHCID 86720104[(S)-6-((R)-7-Fluoro-4-hydroxyindan-1-yloxy)-2,3-dihydrobenzofuran-3-yl]-acetic acid methyl esterHCID 86720159HCID 86720159, compound

Product 1

HCID 86720158HCID 86720158, compound

Procedure

The title compound is prepared from 3,4,5-trifluoro-benzonitrile and {(S)-6-[(R)-7-fluoro-4-hydroxy-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid (prepared from {(S)-6-[(R)-7-fluoro-4-hydroxy-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester using the procedure described for Example 1) following a procedure analogous to that described for Intermediate 12. LC (method 4): tR=1.11 min; Mass spectrum (ESI−): m/z=480 [M−H]−.

Sources & evidence

ORD record
ord-0453f8956927403a923cb2251de84e40
Source dataset
uspto-grants-2014_08
Patent number
US08815864B2

Reaction notes

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