Boron tribromide → HCID 86600754, compound

HRID 1869368Notes

Reaction equation

HRID 1869368 reaction equation
[Cl:1][C:2]1[C:3]([O:29]C)=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]([NH:12][C:13]1[CH:21]=[CH:20][CH:19]=[C:18]3[C:14]=1[CH:15]=[N:16][NH:17]3)[C:7]([C:23]([F:26])([F:25])[F:24])([OH:22])[CH2:6][C:5]2([CH3:28])[CH3:27].B(Br)(Br)Br>ClCCl>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[CH:8]([NH:12][C:13]3[CH:21]=[CH:20][CH:19]=[C:18]4[C:14]=3[CH:15]=[N:16][NH:17]4)[C:7]([C:23]([F:25])([F:26])[F:24])([OH:22])[CH2:6][C:5]([CH3:27])([CH3:28])[C:4]=2[C:3]=1[OH:29]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 68679355HCID 68679355, compound

Product 1

HCID 86600754HCID 86600754, compoundYield 41.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

69.9 mg (0.159 mmol) of 6-chloro-1-[(1H-indazol-4-yl)amino]-5-methoxy-4,4-dimethyl-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-2-ol is mixed with 1.45 ml of a one-molar solution of BBr3 in dichloromethane, and it is stirred for five hours at room temperature. After the conventional working-up, the residue is chromatographed on a Flashmaster. 28.1 mg (41.5%) of the desired compound is isolated.

Workup

  1. customAfter the conventional working-up, the residue is chromatographed on a Flashmaster

Sources & evidence

ORD record
ord-6e39b9b983a349abae10eb540dbb288d
Source dataset
uspto-grants-2009_12
Patent number
US07638515B2

Reaction notes

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