Boron tribromide → HCID 54697525, compound

HRID 494107Notes

Reaction equation

HRID 494107 reaction equation
[NH2:1][C:2]1[C:7]2[N:8]3[CH2:22][CH2:21][N:20]([CH3:23])[C:19](=[O:24])[C:9]3=[C:10]([O:11]CC3C=CC=CC=3)[C:6]=2[C:5](=[O:25])[N:4]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[N:3]=1.B(Br)(Br)Br>ClCCl>[NH2:1][C:2]1[C:7]2[N:8]3[CH2:22][CH2:21][N:20]([CH3:23])[C:19](=[O:24])[C:9]3=[C:10]([OH:11])[C:6]=2[C:5](=[O:25])[N:4]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[N:3]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 68865270HCID 68865270, compound

Product 1

HCID 54697525HCID 54697525, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 4-amino-2-(4-fluorobenzyl)-10-(benzyloxy)-8-methyl-7,8-dihydropyrazino[1′,2′:1,5]-pyrrolo[2,3-d]pyridazine-1,9(2H,6H)-dione (0.11 g, 0.25 mmol) in dichloromethane (10 mL) at 0° C., a solution of boron tribromide in dichloromethane (0.7 mL, 1M) was added. The resultant solution was stirred at room temperature overnight. The reaction mixture was concentrated under vacuum and the residue subjected to purification on reverse phase HPLC. Collection and lyophilization of appropriate fractions provided the titled compound.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. customthe residue subjected to purification on reverse phase HPLC
  3. customCollection and lyophilization of appropriate fractions

Sources & evidence

ORD record
ord-2184c27bdc0c47809912d1ca84de265d
Source dataset
uspto-grants-2009_05
Patent number
US07538112B2

Reaction notes

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