Boron tribromide → HCID 21948790, compound

HRID 2055007Notes

Reaction equation

HRID 2055007 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:37]C)=[C:6]([C:8]([CH3:36])([CH3:35])[CH2:9][C:10]([C:31]([F:34])([F:33])[F:32])([OH:30])[CH2:11][NH:12][C:13]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:14]=2[CH:15]=[CH:16][C:17]([CH2:23][N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)=[N:18]3)[CH:7]=1.B(Br)(Br)Br>ClCCl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([OH:37])=[C:6]([C:8]([CH3:35])([CH3:36])[CH2:9][C:10]([C:31]([F:32])([F:34])[F:33])([OH:30])[CH2:11][NH:12][C:13]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:14]=2[CH:15]=[CH:16][C:17]([CH2:23][N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)=[N:18]3)[CH:7]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 21948879HCID 21948879, compound

Product 1

HCID 21948790HCID 21948790, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Analogously to Example 38, 80 mg (0.15 mmol) of 4-(5-fluoro-2-methoxyphenyl)-1-(2-(morpholin-4-ylmethyl)quinolin-5-ylamino)-4-methyl-2-(trifluoromethyl)pentan-2-ol is mixed with 3.0 ml (3.0 mmol) of a 1 M boron tribromide solution in dichloromethane. After working-up and purification on silica gel with hexane-ethyl acetate (0-100%) as well as ethyl acetate-methanol (0-20%), 53 mg (68% of theory) of the product is obtained.

Workup

  1. custompurification on silica gel with hexane-ethyl acetate (0-100%) as well as ethyl acetate-methanol (0-20%), 53 mg (68% of theory) of the product
  2. customis obtained

Sources & evidence

ORD record
ord-2ba48dadb0f745ac8e5d2974b9428ac9
Source dataset
uspto-grants-2008_02
Patent number
US07329753B2

Reaction notes

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