4-Fluorobenzylic alcohol → 2-[(benzyloxycarbonyl)(methyl)amino]-6-chloro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid 4-fluorobenzyl Ester

HRID 750201Notes

Reaction equation

HRID 750201 reaction equation
[CH2:1]([O:8][C:9]([N:11]([CH3:33])[N:12]1[C:21]([C:22]([OH:24])=[O:23])=[C:20]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([Cl:31])[CH:18]=2)[C:13]1=[O:32])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:34][C:35]1[CH:42]=[CH:41][C:38]([CH2:39]O)=[CH:37][CH:36]=1>>[F:34][C:35]1[CH:42]=[CH:41][C:38]([CH2:39][O:23][C:22]([C:21]2[N:12]([N:11]([C:9]([O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[O:10])[CH3:33])[C:13](=[O:32])[C:14]3[C:19]([C:20]=2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:18][C:17]([Cl:31])=[CH:16][CH:15]=3)=[O:24])=[CH:37][CH:36]=1

Participants

3

Reactant 2

HCID 680224-Fluorobenzylic alcoholHCID 691557392-[(benzyloxycarbonyl)(methyl)amino]-6-chloro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid

Product 1

HCID 691555042-[(benzyloxycarbonyl)(methyl)amino]-6-chloro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid 4-fluorobenzyl Ester

Procedure

The present compound was synthesized by a method similar to that in Example 200 and using 2-[(benzyloxycarbonyl)(methyl)amino]-6-chloro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid (200 mg) and 4-fluorobenzyl alcohol. A colorless powder (145 mg). HPLC analysis (Agilent 1100 system): purity 98% (retention time: 4.33 min). MS (ESI+): 571 (M+H), 573.

Workup

  1. customThe present compound was synthesized by a method similar to that in Example 200

Sources & evidence

ORD record
ord-f8d03788bd4a4970982b416b6e11967c
Source dataset
uspto-grants-2008_07
Patent number
US07402595B2

Reaction notes

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