Sodium ethoxide → HCID 10005254, compound

HRID 2106040Notes

Reaction equation

[CH3:1][C:2]([C:12]1[C:20]2[O:19][CH2:18][CH2:17][C:16]=2[CH:15]=[C:14]([S:21][CH3:22])[CH:13]=1)([CH3:11])[CH2:3][C:4]1([C:7]([F:10])([F:9])[F:8])[CH2:6][O:5]1.[OH:23][C:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[N:27]=[CH:26][CH:25]=1.[O-]CC.[Na+]>>[OH:5][C:4]([C:7]([F:8])([F:9])[F:10])([CH2:3][C:2]([CH3:11])([C:12]1[C:20]2[O:19][CH2:18][CH2:17][C:16]=2[CH:15]=[C:14]([S:21][CH3:22])[CH:13]=1)[CH3:1])[CH2:6][N:27]1[C:28]2[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:24](=[O:23])[CH:25]=[CH:26]1

Participants

Reactant 3

HCID 2723922Sodium ethoxide

HCID 57809818HCID 57809818, compound

HCID 178516385quinolin-4-ol

Product 1

HCID 10005254HCID 10005254, compound

Procedure

7-[1,1-dimethyl-2-(2-trifluoromethyloxiranyl)ethyl]-5-methylsulfanyl-2,3-dihydrobenzofuran was reacted with 4-hydroxyquinoline and sodium ethoxide according to Example 35 to give 1-[2-hydroxy-4-methyl-4-(5-methylsulfanyl-2,3-dihydrobenzofuran-7-yl)-2-trifluoromethylpentyl]-1H-quinolin-4-one.

Sources & evidence

ORD record: ord-6cdd19b2e8e24122842cdce07f6ebd43
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07579469B2

Reaction notes

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