1-([1,1'-biphenyl]-3-ylmethyl)-4-methoxy-2-methyl-1H-indole → HCID 10495408, compound

HRID 2256222Notes

Reaction equation

HRID 2256222 reaction equation
[C:1]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]2[C:16]3[C:11](=[C:12]([O:17]C)[CH:13]=[CH:14][CH:15]=3)[CH:10]=[C:9]2[CH3:19])[CH:2]=1.B(Br)(Br)Br.C(Cl)Cl>>[C:1]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]2[C:16]3[C:11](=[C:12]([OH:17])[CH:13]=[CH:14][CH:15]=3)[CH:10]=[C:9]2[CH3:19])[CH:2]=1

Participants

3

Reactant 2

HCID 107586031-([1,1'-biphenyl]-3-ylmethyl)-4-methoxy-2-methyl-1H-indoleHCID 22277759Boron tribromide dichloromethane

Product 1

HCID 10495408HCID 10495408, compoundYield 87%

Procedure

By the method used in Example 1, Part D, 1.25 g (3.8 mmol) of 1-([1,1'-biphenyl]-3 -ylmethyl)-4-methoxy-2-methyl-1H-indole was O-demethylated by treating it with 15.2 mL of 1M BBr3 /CH2Cl2 to give 1.03 g (87% yield) of crude 1-([1,1'-biphenyl]-3-ylmethyl)-4-hydroxy-2-methyl-1H-indole.

Sources & evidence

ORD record
ord-253b9b2fae594276a6d7572434569cb0
Source dataset
uspto-grants-1997_08
Patent number
US05654326

Reaction notes

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