Boron tribromide → HCID 18976207, compound

HRID 2393597Notes

Reaction equation

HRID 2393597 reaction equation
B(Br)(Br)Br.C[O:6][C:7]1[CH:15]=[C:14]2[C:10]([C:11]([CH2:36][CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])([NH:23][C:24]([C:26]3[CH:35]=[CH:34][C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH:27]=3)=[O:25])[C:12](=[O:22])[N:13]2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:9][CH:8]=1>C(Cl)Cl>[OH:6][C:7]1[CH:15]=[C:14]2[C:10]([C:11]([CH2:36][CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])([NH:23][C:24]([C:26]3[CH:35]=[CH:34][C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH:27]=3)=[O:25])[C:12](=[O:22])[N:13]2[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 18976231HCID 18976231, compound

Product 1

HCID 18976207HCID 18976207, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.5 ml of boron tribromide was added dropwise to a stirred solution of 2.37 g of ethyl 3-[2,3-dihydro-6-methoxy-3-(2-naphthalenecarbonyl)amino-2-oxo-1-phenyl-1H-indol-3-yl]propionate in methylene chloride (20 ml) under ice cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice water and extracted with ethyl acetate. The extract was evaporated to dryness under reduced pressure to afford ethyl 3-[2,3-dihydro-6-hydroxy-3-(2-naphthalenecarbonyl)amino-2-oxo-1-phenyl-1H-indol-3-yl]propionate.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe extract was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-2a63e56347c146329f514802e6664200
Source dataset
uspto-grants-1998_09
Patent number
US05807883

Reaction notes

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