4-Methylisoquinoline-5-sulfonyl chloride → 6-Fluoro-hexahydro-1-[(4-methyl-5-isoquinolinyl)sulfonyl]-1H-1,4-diazepine hydrochloride

HRID 1858920Notes

Reaction equation

HRID 1858920 reaction equation
[F:1][CH:2]1[CH2:8][NH:7][CH2:6][CH2:5][NH:4][CH2:3]1.[Cl:9][S:10]([C:13]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:14]=1[C:15]([CH3:23])=[CH:16][N:17]=[CH:18]2)(=[O:12])=[O:11]>>[ClH:9].[F:1][CH:2]1[CH2:8][N:7]([S:10]([C:13]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:14]=2[C:15]([CH3:23])=[CH:16][N:17]=[CH:18]3)(=[O:11])=[O:12])[CH2:6][CH2:5][NH:4][CH2:3]1

Participants

3

Reactant 2

HCID 154871104-Methylisoquinoline-5-sulfonyl chlorideHCID 22390554HCID 22390554, compound

Product 1

HCID 221219686-Fluoro-hexahydro-1-[(4-methyl-5-isoquinolinyl)sulfonyl]-1H-1,4-diazepine hydrochlorideYield 32.7%

Procedure

Using 0.65 g of 6-fluoro-hexahydro-1H-1,4-diazepine synthesized in accordance with J. Med. Chem., 1990, 33, 142 and 0.72 g of 5-chlorosulfonyl-4-methylisoquinoline, the procedure of Example 1 was otherwise repeated to provide 0.35 g of the objective compound (white crystals).

Workup

  1. customsynthesized in accordance with J

Sources & evidence

ORD record
ord-cc6ef00561ec43a78dbf39b7b4c7e375
Source dataset
uspto-grants-2000_11
Patent number
US06153608

Reaction notes

Loading…