Boron tribromide → HCID 89964493, compound

HRID 1844072Notes

Reaction equation

HRID 1844072 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][N:8]([C:13]3[CH:14]=[N:15][CH:16]=[CH:17][C:18]=3[CH:19]3[CH2:21][CH2:20]3)[C:9]2=[O:12])=[CH:4][C:3]=1[O:22]C.B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][N:8]([C:13]3[CH:14]=[N:15][CH:16]=[CH:17][C:18]=3[CH:19]3[CH2:20][CH2:21]3)[C:9]2=[O:12])=[CH:4][C:3]=1[OH:22]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 56940969HCID 56940969, compound

Product 1

HCID 89964493HCID 89964493, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7-Chloro-6-methoxy-2-(4-cyclopropylpyridin-3-yl)-3,4-dihydroisoquinolin-1(2H)-one (89A: 200 mg, 0.6 mmol) in DCM (5 mL) was demethylated with BBr3 (1.8 mL) at 0° C. for 2 hours to afford 180 mg of the product (94.7% yield).

Sources & evidence

ORD record
ord-9a8974aa23e74cd9842e42178556511b
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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