(S)-6-fluoro 10-[3-(2-methoxy-ethyl)-4-methyl-piperazin-1-yl]-2-ethyl-4H-3-thia-4,9-diaza-benzo[f]azulene dihydrochloride → (S)-6,7-Difluoro 10-[3-(2-methoxy-ethyl)-4-methyl-piperazin-1-yl]-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulene dihydrochloride

HRID 131475Notes

Reaction equation

HRID 131475 reaction equation
[ClH:1].Cl.[F:3][C:4]1[CH:5]=[CH:6][C:7]2[N:16]=[C:15]([N:17]3[CH2:22][CH2:21][N:20]([CH3:23])[C@@H:19]([CH2:24][CH2:25][O:26][CH3:27])[CH2:18]3)[C:14]3[CH:13]=[C:12]([CH2:28]C)[S:11][C:10]=3[NH:9][C:8]=2[CH:30]=1.Cl.[F:32]C1C(F)=CC2N=C(N)C3C=C(C)SC=3NC=2C=1>>[ClH:1].[ClH:1].[F:3][C:4]1[C:5]([F:32])=[CH:6][C:7]2[N:16]=[C:15]([N:17]3[CH2:22][CH2:21][N:20]([CH3:23])[C@@H:19]([CH2:24][CH2:25][O:26][CH3:27])[CH2:18]3)[C:14]3[CH:13]=[C:12]([CH3:28])[S:11][C:10]=3[NH:9][C:8]=2[CH:30]=1

Participants

3

Reactant 2

HCID 69211696(S)-6-fluoro 10-[3-(2-methoxy-ethyl)-4-methyl-piperazin-1-yl]-2-ethyl-4H-3-thia-4,9-diaza-benzo[f]azulene dihydrochlorideHCID 1363885776,7-Difluoro-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine hydrochloride

Product 1

HCID 136384257(S)-6,7-Difluoro 10-[3-(2-methoxy-ethyl)-4-methyl-piperazin-1-yl]-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulene dihydrochloride

Procedure

Using a method similar to the example (S)-6-fluoro 10-[3-(2-methoxy-ethyl)-4-methyl-piperazin-1-yl]-2-ethyl-4H-3-thia-4,9-diaza-benzo[f]azulene dihydrochloride, using 6,7-difluoro-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine hydrochloride and (S)-2-(2-methoxy)ethylpiperazine: 1H NMR (DMSO-d6): δ 11.7110 (2H, bs), 9.3793 (1H, bs), 7.3795 (1H, bs), 7.0701 (1H, bt), 6.6326 (1H, bs), 4.1000 (3H, bm), 3.6041 (3H, bs), 3.4347 (3H, bs), 3.2081 (3H, bs), 2.8371 (3H, bs), 2.3319 (3H, bs), 2.2842 (1H, bm), 1.8410 (1H, bs); Mass Spectrum M+H=407.1.

Sources & evidence

ORD record
ord-ece814ab905142ab83618c5e12eb4934
Source dataset
uspto-grants-2008_06
Patent number
US07384934B2

Reaction notes

Loading…