6-(2-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine hydrochloride → 6-(4-Chloro-benzyl)-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine hydrochloride

HRID 1475364Notes

Reaction equation

HRID 1475364 reaction equation
[ClH:1].F[C:3]1[CH:20]=[CH:19][CH:18]=[CH:17][C:4]=1[CH2:5][C:6]1[N:11]=[CH:10][C:9]2[C:12]([CH3:16])([CH3:15])[CH2:13][NH:14][C:8]=2[CH:7]=1.[Cl-].[Cl:22]C1C=CC(C[Zn+])=CC=1>>[ClH:22].[Cl:1][C:19]1[CH:18]=[CH:17][C:4]([CH2:5][C:6]2[N:11]=[CH:10][C:9]3[C:12]([CH3:15])([CH3:16])[CH2:13][NH:14][C:8]=3[CH:7]=2)=[CH:3][CH:20]=1

Participants

3

Reactant 2

HCID 709804166-(2-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine hydrochlorideHCID 178478120HCID 178478120, compound

Product 1

HCID 709806596-(4-Chloro-benzyl)-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine hydrochloride

Procedure

Prepared in an analogous manner to 6-(2-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine hydrochloride (Preparation 119) using 4-chlorobenzylzinc chloride instead of 2-fluorobenzylzinc chloride. MS: [M+H]+=273.

Sources & evidence

ORD record
ord-61ffce16373041728a470279b258a882
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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