Boron tribromide → HCID 22628243, compound

HRID 278596Notes

Reaction equation

HRID 278596 reaction equation
[CH:1]([N:4]([CH2:8][C:9]1[CH:37]=[CH:36][C:12]([C:13]([N:15]2[CH2:20][CH2:19][N:18]([S:21]([C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][C:28]([O:34]C)=[CH:29][CH:30]=4)[CH:25]=3)(=[O:23])=[O:22])[CH2:17][CH2:16]2)=[O:14])=[CH:11][CH:10]=1)[CH:5]([CH3:7])[CH3:6])([CH3:3])[CH3:2].B(Br)(Br)Br.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH:1]([N:4]([CH2:8][C:9]1[CH:37]=[CH:36][C:12]([C:13]([N:15]2[CH2:16][CH2:17][N:18]([S:21]([C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][C:28]([OH:34])=[CH:29][CH:30]=4)[CH:25]=3)(=[O:23])=[O:22])[CH2:19][CH2:20]2)=[O:14])=[CH:11][CH:10]=1)[CH:5]([CH3:7])[CH3:6])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 22628031HCID 22628031, compound

Product 1

HCID 22628243HCID 22628243, compoundYield 81.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

According to a similar method described in Working Example 36, to a solution of 1-(4-diisopropylaminomethylbenzoyl)-4-(7-methoxynaphthalene-2-sulfonyl)piperazine (150 mg) in CH2Cl2 (6 ml) was added dropwise at 0° C. a solution of 3.5 M BBr3 in CH2Cl2 (0.18 ml), and the solution was stirred at room temperature for 1 hour. To the reaction solution was added sodium bicarbonate solution and the organic layer was separated, dried and concentrated to give a colorless solid of the title compound (119 mg).

Workup

  1. customthe organic layer was separated
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-0a01dcadfde8438299787f6cb00598a3
Source dataset
uspto-grants-2002_03
Patent number
US06359134B1

Reaction notes

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