Hydrochloric Acid → HCID 67276701, compound

HRID 1851740Notes

Reaction equation

[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[N:13]=[CH:12][C:11]([C:14]3[S:15][C:16]4[CH:22]=[C:21]([C:23]([O:25]CC)=[O:24])[CH:20]=[CH:19][C:17]=4[N:18]=3)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[ClH:28]>>[ClH:28].[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]2[N:13]=[CH:12][C:11]([C:14]3[S:15][C:16]4[CH:22]=[C:21]([C:23]([OH:25])=[O:24])[CH:20]=[CH:19][C:17]=4[N:18]=3)=[CH:10][CH:9]=2)[CH2:6][CH2:7]1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 24803236HCID 24803236, compound

Product 1

HCID 67276701HCID 67276701, compound

Procedure

Ethyl 2-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]-1,3-benzothiazole-6-carboxylate (46 mg, 0.12 mmol) was heated at 110° C. in 6 M HCl (2 mL) for 3 h. The solvent was evaporated in vacuo, before co-evaporation with toluene three times, to give the title compound (46 mg) as a yellow solid. 1H NMR δ 10.90 (br. s., 1 H) 8.88 (d, 1 H) 8.73 (s, 1 H) 8.28 (dd, 1 H) 8.05 (s, 2 H) 6.97-7.40 (m, 2 H) 4.59 (d, 2 H) 3.51 (d, 2 H) 3.33-3.45 (m, 2 H) 3.02-3.16 (m, 2 H) 2.80 (d, 3 H); MS m/z (M+H) 355, (M−H) 353.

Workup

customThe solvent was evaporated in vacuo, before co-evaporation with toluene three times

Sources & evidence

ORD record: ord-85e89d06781c4b49bd84b7a1156a60f0
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08957215B2

Reaction notes

Loading…