Dimethyl Sulfide → 2-Bromo-9-(2-chloro-3,6-difluorobenzyl)-6,7,8,9-tetrahydro-5H-pyrazino[2,3-b][1,4]diazepine

HRID 80565Notes

Reaction equation

HRID 80565 reaction equation
[Br:1][C:2]1[CH:23]=[N:22][C:5]2[NH:6][CH2:7][CH2:8][C:9](=O)[N:10]([CH2:11][C:12]3[C:17]([F:18])=[CH:16][CH:15]=[C:14]([F:19])[C:13]=3[Cl:20])[C:4]=2[N:3]=1.S(C)C>>[Br:1][C:2]1[CH:23]=[N:22][C:5]2[NH:6][CH2:7][CH2:8][CH2:9][N:10]([CH2:11][C:12]3[C:17]([F:18])=[CH:16][CH:15]=[C:14]([F:19])[C:13]=3[Cl:20])[C:4]=2[N:3]=1

Participants

3

Reactant 2

HCID 1068Dimethyl SulfideHCID 866594293-bromo-5-(2-chloro-3,6-difluorobenzyl)-5,7,8,9-tetrahydro-6H-pyrazino[2,3-b][1,4]diazepin-6-one2×

Product 1

HCID 866594302-Bromo-9-(2-chloro-3,6-difluorobenzyl)-6,7,8,9-tetrahydro-5H-pyrazino[2,3-b][1,4]diazepine

Procedure

2-Bromo-9-(2-chloro-3,6-difluorobenzyl)-6,7,8,9-tetrahydro-5H-pyrazino[2,3-b][1,4]diazepine was prepared from 3-bromo-5-(2-chloro-3,6-difluorobenzyl)-5,7,8,9-tetrahydro-6H-pyrazino[2,3-b][1,4]diazepin-6-one by reducing the amide functionality using BH3.Me2S as described in Example 1.

Sources & evidence

ORD record
ord-a5acbd2e34ca41458880853db0f5cec2
Source dataset
uspto-grants-2014_09
Patent number
US08846664B2

Reaction notes

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