5-(5-[(3-chloropropyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl)-2-methylquinoline → 10-bromo-7-(3-{[4-methyl-5-(2-methyl-5-quinolinyl)-4H-1,2,4-triazol-3-yl]thio}propyl)-2-(trifluoromethyl)-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine hydrochloride

HRID 1668632Notes

Reaction equation

HRID 1668632 reaction equation
[Br:1][C:2]1[C:12]2[CH2:11][CH2:10][NH:9][CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]2[N:13]=[C:14]([C:16]([F:19])([F:18])[F:17])[O:15][C:3]=12.[Cl:20][CH2:21][CH2:22][CH2:23][S:24][C:25]1[N:26]([CH3:41])[C:27]([C:30]2[CH:39]=[CH:38][CH:37]=[C:36]3[C:31]=2[CH:32]=[CH:33][C:34]([CH3:40])=[N:35]3)=[N:28][N:29]=1>>[ClH:20].[Br:1][C:2]1[C:12]2[CH2:11][CH2:10][N:9]([CH2:21][CH2:22][CH2:23][S:24][C:25]3[N:26]([CH3:41])[C:27]([C:30]4[CH:39]=[CH:38][CH:37]=[C:36]5[C:31]=4[CH:32]=[CH:33][C:34]([CH3:40])=[N:35]5)=[N:28][N:29]=3)[CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]2[N:13]=[C:14]([C:16]([F:19])([F:17])[F:18])[O:15][C:3]=12

Participants

3

Reactant 2

HCID 251050505-(5-[(3-chloropropyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl)-2-methylquinolineHCID 5915052210-bromo-2-(trifluoromethyl)-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine

Product 1

HCID 6735781010-bromo-7-(3-{[4-methyl-5-(2-methyl-5-quinolinyl)-4H-1,2,4-triazol-3-yl]thio}propyl)-2-(trifluoromethyl)-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine hydrochloride

Procedure

The title compound was prepared in analogy to General Procedure 1 from 10-bromo-2-(trifluoromethyl)-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine (58 mg) and 5-{5-[(3-chloropropyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}-2-methylquinoline and was obtained as a colourless slightly hygroscopic solid (20 mg).

Sources & evidence

ORD record
ord-b6040b2491b648328609be7c730db032
Source dataset
uspto-grants-2011_08
Patent number
US07989444B2

Reaction notes

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