alpha-Bromo-o-chlorotoluene → (S)-3-Amino-1-(2-chlorobenzyl)azepan-2-one hydrochloride

HRID 529514Notes

Reaction equation

HRID 529514 reaction equation
[ClH:1].[NH2:2][C@H:3]1[CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:4]1=[O:17].BrCC1C=CC=CC=1[Cl:26]>>[ClH:26].[NH2:2][C@H:3]1[CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:1])[C:4]1=[O:17]

Participants

3

Reactant 2

HCID 11905alpha-Bromo-o-chlorotolueneHCID 68292429(S)-3-amino-1-benzylazepan-2-one hydrochloride

Product 1

HCID 68292357(S)-3-Amino-1-(2-chlorobenzyl)azepan-2-one hydrochloride

Procedure

(S)-3-Amino-1-(2-chlorobenzyl)azepan-2-one hydrochloride (270 mg, 0.934 mmol) was synthesized as described for the preparation of Intermediate 42 using 1-(bromomethyl)-2-chlorobenzene in step A. Anal. Calcd. for C18H25ClN2O3 m/z 352.8. found: 353.2 (M+H)+.

Sources & evidence

ORD record
ord-ced485d6b4684fe6b2c94d1b4fd32809
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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