2-ethyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine → 7-(3-{[5-(3,4-Difluorophenyl)-4-methyl-4H-1,2,4-triazol-3-yl]thio}propyl)-2-ethyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine hydrochloride

HRID 1668624Notes

Reaction equation

HRID 1668624 reaction equation
[CH2:1]([C:3]1[O:4][C:5]2[C:15]([N:16]=1)=[CH:14][C:8]1[CH2:9][CH2:10][NH:11][CH2:12][CH2:13][C:7]=1[CH:6]=2)[CH3:2].[Cl:17][CH2:18][CH2:19][CH2:20][S:21][C:22]1[N:26]([CH3:27])[C:25]([C:28]2[CH:33]=[CH:32][C:31]([F:34])=[C:30]([F:35])[CH:29]=2)=[N:24][N:23]=1>>[ClH:17].[F:35][C:30]1[CH:29]=[C:28]([C:25]2[N:26]([CH3:27])[C:22]([S:21][CH2:20][CH2:19][CH2:18][N:11]3[CH2:10][CH2:9][C:8]4[CH:14]=[C:15]5[N:16]=[C:3]([CH2:1][CH3:2])[O:4][C:5]5=[CH:6][C:7]=4[CH2:13][CH2:12]3)=[N:23][N:24]=2)[CH:33]=[CH:32][C:31]=1[F:34]

Participants

3

Reactant 2

HCID 591504912-ethyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepineHCID 594655693-[(3-Chloropropyl)thio]-5-(3,4-difluorophenyl)-4-methyl-4H-1,2,4-triazole

Product 1

HCID 673596807-(3-{[5-(3,4-Difluorophenyl)-4-methyl-4H-1,2,4-triazol-3-yl]thio}propyl)-2-ethyl-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 2-ethyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine (0.25 mmol) and 3-[(3-chloropropyl)thio]-5-(3,4-difluorophenyl)-4-methyl-4H-1,2,4-triazole and was obtained as a faint yellow slightly hygroscopic solid (0.11 mmol).

Sources & evidence

ORD record
ord-0bc2408194924d92931e4164a1139bb1
Source dataset
uspto-grants-2011_08
Patent number
US07989444B2

Reaction notes

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