Boron tribromide → HCID 87538466, compound

HRID 1443237Notes

Reaction equation

HRID 1443237 reaction equation
[F:1][C:2]1[C:11]([F:12])=[C:10]2[C:5]([CH:6]=[N:7][C:8]([CH3:13])=[N:9]2)=[C:4]([NH:14][CH:15]2[C:24]3[C:19](=[C:20]([O:28]C)[C:21]([CH:25]([CH3:27])[CH3:26])=[CH:22][CH:23]=3)[C:18]([CH3:31])([CH3:30])[CH2:17][C:16]2([C:33]([F:36])([F:35])[F:34])[OH:32])[CH:3]=1.B(Br)(Br)Br>ClCCl>[F:1][C:2]1[C:11]([F:12])=[C:10]2[C:5]([CH:6]=[N:7][C:8]([CH3:13])=[N:9]2)=[C:4]([NH:14][CH:15]2[C:16]([C:33]([F:35])([F:36])[F:34])([OH:32])[CH2:17][C:18]([CH3:31])([CH3:30])[C:19]3[C:20]([OH:28])=[C:21]([CH:25]([CH3:27])[CH3:26])[CH:22]=[CH:23][C:24]2=3)[CH:3]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 68679118HCID 68679118, compound

Product 1

HCID 87538466HCID 87538466, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

100 mg (0.196 mmol) of 1-(7,8-difluoro-2-methylquinazolin-5-ylamino)-6-isopropyl-5-methoxy-4,4-dimethyl-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-2-ol is treated with BBr3 in dichloromethane as already described several times. After working-up and chromatography, 33 mg (33.9%) of the desired phenol is obtained.

Sources & evidence

ORD record
ord-401ea5fff6d0497a9f81cae2154103c0
Source dataset
uspto-grants-2010_02
Patent number
US07659297B2

Reaction notes

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