Boron tribromide → HCID 57600208, compound

HRID 1664597Notes

Reaction equation

HRID 1664597 reaction equation
[Br:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]3[C:12]([CH2:15][CH2:16][NH:17][C:18](=[O:27])[C:19]4[CH:24]=[CH:23][C:22]([O:25]C)=[CH:21][CH:20]=4)=[N:13][N:14]=[C:6]3[N:5]([CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:4]=2[N:3]=1.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]3[C:12]([CH2:15][CH2:16][NH:17][C:18](=[O:27])[C:19]4[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=4)=[N:13][N:14]=[C:6]3[N:5]([CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 57600250HCID 57600250, compound

Product 1

HCID 57600208HCID 57600208, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of N-[2-(7-bromo-5-oxo-9-pentyl-6,9-dihydro-5H-[1,2,4]triazolo[4,3-a]purin-3-yl)ethyl]-4-methoxybenzamide (63.0 mg, 0.125 mmol) in CH2Cl2 (5 mL) at 0° C. was added a solution of Boron tribromide in CH2Cl2 (1.0 M, 1.3 mL, 1.3 mmol). The mixture was stirred at room temperature overnight. The reaction mixture was quenched with water and then concentrated and purified by preparative LCMS to give the desired product. LCMS calculated for C20H23BrN7O3 (M+H): m/z=488.1, 490.1. found: 488.0, 489.9.

Workup

  1. customThe reaction mixture was quenched with water
  2. concentrationconcentrated
  3. custompurified by preparative LCMS

Sources & evidence

ORD record
ord-dd4af008808547e1acf6dd3dc20ccbcd
Source dataset
uspto-grants-2011_10
Patent number
US08039478B2

Reaction notes

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