Ammonium Chloride → 2-[4-(2,4-Difluoro-phenyl)-4H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-9-carboxylic acid amide

HRID 628067Notes

Reaction equation

HRID 628067 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH:13]=[N:12][N:11]=[C:10]1[C:14]1[S:15][C:16]2[CH2:17][CH2:18][O:19][C:20]3[CH:27]=[CH:26][C:25]([C:28]([OH:30])=O)=[CH:24][C:21]=3[C:22]=2[N:23]=1.[Cl-].[NH4+:32]>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH:13]=[N:12][N:11]=[C:10]1[C:14]1[S:15][C:16]2[CH2:17][CH2:18][O:19][C:20]3[CH:27]=[CH:26][C:25]([C:28]([NH2:32])=[O:30])=[CH:24][C:21]=3[C:22]=2[N:23]=1

Participants

3

Reactant 2

HCID 25517Ammonium ChlorideHCID 668686062-[4-(2,4-difluoro-phenyl)-4H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-9-carboxylic acid

Product 1

HCID 532348942-[4-(2,4-Difluoro-phenyl)-4H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-9-carboxylic acid amide

Procedure

2-[4-(2,4-Difluoro-phenyl)-4H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-9-carboxylic acid and ammonium chloride were reacted in the general amide coupling procedure to give 407. NMR: (CDCl3): 3.32-3.35 (2H, m), 4.32-4.30 (2H, m), 6.96-6.99 (1H, m, Ar), 7.09-7.14 (1H, m, Ar), 7.48-7.50 (1H, m, Ar), 7.54-7.58 (1H, m, Ar), 8.09-8.11 (1H, m, Ar) and 8.35 (1H, s, Ar). MS: (ESI+) MH+=425.95

Sources & evidence

ORD record
ord-b49ac1b3d48c4e05a669ad9a291259d5
Source dataset
uspto-grants-2016_04
Patent number
US09309265B2

Reaction notes

Loading…