Boron tribromide → 5-{[6-Fluoro-2 5-dihydroxy-4,4-dimethyl-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-2-methylphthalazin-1-one

HRID 1444481Notes

Reaction equation

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

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 686801705-{[6-Fluoro-2-hydroxy-4,4-dimethyl-5-methoxy-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-2-methylphthalazin-1-one

Product 1

HCID 875385635-{[6-Fluoro-2 5-dihydroxy-4,4-dimethyl-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-2-methylphthalazin-1-oneYield 64%

Procedure

29 mg of the compound of Example 69 is reacted analogously to Example 1 with 0.13 ml of BBr3 (1N in dichloromethane) to form 18 mg of the title compound.

Sources & evidence

ORD record: ord-a617efea720f4bc4829ed5b72a803877
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07662821B2

Reaction notes

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