HCID 68691748, compound → HCID 68688362, compound

HRID 1159110Notes

Reaction equation

HRID 1159110 reaction equation
[CH2:1]([N:8]1[CH2:25][CH2:24][N:11]2[C:12](=[O:23])[C:13]3[C:14]([CH3:22])=[CH:15][CH:16]=[C:17]([O:20]C)[C:18]=3[CH2:19][C@@H:10]2[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>ClCCl.B(Br)(Br)Br>[CH2:1]([N:8]1[CH2:25][CH2:24][N:11]2[C:12](=[O:23])[C:13]3[C:14]([CH3:22])=[CH:15][CH:16]=[C:17]([OH:20])[C:18]=3[CH2:19][C@@H:10]2[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 68691748HCID 68691748, compound

Product 1

HCID 68688362HCID 68688362, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 25134Boron tribromideSolvent

Procedure

To a stirred solution of (R)-2-benzyl-7-methyl-10-methoxy-1,2,3,4,11,11a-hexahydro-pyrazino[1,2-b]isoquinolin-6-one (210 mg, 0.625 mmol) in dry dichloromethane (7 mL), 1M BBr3 in dichloromethane (3.1 mL, 3.1 mmol) was added at −78° C. The reaction was stirred for 2.5 h at RT under Argon. Slowly quenched with MeOH (5 mL) and conc in vacuo to give light brownish residue. MS (ESI) 323 (M+H).

Workup

  1. customSlowly quenched with MeOH (5 mL) and conc in vacuo
  2. customto give light brownish residue

Sources & evidence

ORD record
ord-409c063f90734e47987b1f5a1e70f8a6
Source dataset
uspto-grants-2010_10
Patent number
US07812024B2

Reaction notes

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