Boron tribromide → HCID 86602873, compound

HRID 546324Notes

Reaction equation

HRID 546324 reaction equation
B(Br)(Br)Br.[CH2:5]([NH:7][C:8](=[O:10])[O-:9])[CH3:6].C[O:12][C:13]1[C:14]([I:26])=[CH:15][C:16]2[CH:17]([CH3:25])[CH:18]3[CH2:22][NH:21][CH2:20][CH:19]3[C:23]=2[CH:24]=1>>[CH2:5]([NH:7][C:8](=[O:9])[O-:10])[CH3:6].[OH:12][C:13]1[C:14]([I:26])=[CH:15][C:16]2[CH:17]([CH3:25])[CH:18]3[CH2:22][NH:21][CH2:20][CH:19]3[C:23]=2[CH:24]=1

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 86602874HCID 86602874, compound

Product 1

HCID 86602873HCID 86602873, compound

Procedure

BBr3 (0.7 mL, 0.7 mmol, 1 M in CH2Cl2) was added to a solution of N-ethylcarbamate-5-methoxy-6-iodo-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (120 mg, 0.3 mmol) at 0° C. The reaction mixture was stirred overnight from 0° C. to room temperature and quenched with H2O. The solution was filtered through an Extrelut column, the column was washed with CH2Cl2, and the filtrate was concentrated. The crude product was obtained without further purification. MS calculated for C15H181NO3+H: 388, observed: 388.

Workup

  1. customquenched with H2O
  2. filtrationThe solution was filtered through an Extrelut column
  3. washthe column was washed with CH2Cl2
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1846b1a7509343818af3f5254565e3e9
Source dataset
uspto-grants-2011_05
Patent number
US07935830B2

Reaction notes

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