Boron tribromide → HCID 86602873, compound

HRID 508535Notes

Reaction equation

HRID 508535 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 C15H18INO3+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-2f15347f2e7e4f2080614f4cfa80fd70
Source dataset
uspto-grants-2015_08
Patent number
US09096520B2

Reaction notes

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