8-(Benzyloxy)-5-(oxiran-2-yl)quinolin-2(1H)-one → HCID 69459677, compound

HRID 969464Notes

Reaction equation

HRID 969464 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH:20]2[CH2:22][O:21]2)=[C:13]2[C:18]=1[NH:17][C:16](=[O:19])[CH:15]=[CH:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:23][C:24]1[CH:29]=[C:28]([F:30])[CH:27]=[CH:26][C:25]=1[CH2:31][C:32]([NH2:35])([CH3:34])[CH3:33]>>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH:20]([OH:21])[CH2:22][NH:35][C:32]([CH3:34])([CH3:33])[CH2:31][C:25]2[CH:26]=[CH:27][C:28]([F:30])=[CH:29][C:24]=2[F:23])=[C:13]2[C:18]=1[NH:17][C:16](=[O:19])[CH:15]=[CH:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 138976418-(Benzyloxy)-5-(oxiran-2-yl)quinolin-2(1H)-oneHCID 22063500HCID 22063500, compound

Product 1

HCID 69459677HCID 69459677, compound

Procedure

587 mg (2 mmol) 8-benzyloxy-5-oxiranyl-1H-quinolin-2-one and 555 mg (3 mmol) 2-(2,4-difluoro-phenyl)-1,1-dimethyl-ethylamine are reacted and worked up as described for Example 1a). Yield: 220 mg (23%); mass spectroscopy [M+H]+=479.

Sources & evidence

ORD record
ord-3948947bd561470eacfc762120b57a57
Source dataset
uspto-grants-2007_12
Patent number
US07307076B2

Reaction notes

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