Methanol → HCID 19595213, compound

HRID 612487Notes

Reaction equation

HRID 612487 reaction equation
Cl.[Cl:2][C:3]1[CH:11]=[CH:10][C:9]([O:12]C)=[C:8]2[C:4]=1[CH2:5][N:6]([NH:14][C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1)[CH2:7]2.B(Br)(Br)[Br:22].CO>ClCCl>[BrH:22].[BrH:22].[Cl:2][C:3]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]2[C:4]=1[CH2:5][N:6]([NH:14][C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1)[CH2:7]2

Participants

5

Reactant 3

HCID 887MethanolHCID 25134Boron tribromideHCID 19595163HCID 19595163, compound

Product 1

HCID 19595213HCID 19595213, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2,3-dihydro-4-chloro-7-methoxy-N-(4-pyridinyl)-1H-isoindol-2-amine hydrochloride (1.12 g) in dichloromethane (10 mL) was added boron tribromide (1.0 mL ) at 0° C. The solution was warmed to ambient temperature and stirred for 3 days. Methanol was added, and the mixture was filtered to give 1.2 g (79%) of product, mp>240° C. (decomp).

Workup

  1. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-1076dda6310c4e818b8790e4dcdcd45a
Source dataset
uspto-grants-1999_12
Patent number
US06004977

Reaction notes

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