HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 86639680, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-Butyl 4-(bromomethyl)piperidine-1-carboxylate | HCID 15512811 | — |
| Reactant | Methyl 3-(5-(benzyloxy)-6-(4-methylthiazol-2-ylamino)pyridin-3-ylthio)propanoate | HCID 16660505 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Product | HCID 86639680 | HCID 86639680 | 64.6% |
Reaction Steps
Methyl 3-(5-(benzyloxy)-6-(4-methylthiazol-2-ylamino)pyridin-3-ylthio)propanoate (prepared according to Example 42; 70 mg, 0.17 mmol), KOtBu (0.59 mL, 0.59 mmol) and tert-butyl 4-(bromomethyl)piperidine-1-carboxylate (46.9 mg, 0.17 mmol) were reacted according to the method of Example 43 to afford 3-(benzyloxy)-N-(4-methylthiazol-2-yl)-5-(piperidin-4-ylmethylthio)pyridin-2-amine dihydrochloride (54.4 mg, 64.6% yield) as a white solid after HCl salt formation. 1H NMR (d6-DMSO) δ 9.20 (bs, 1H), 9.00 (bs, 1H), 7.97 (m, 1H), 7.65 (m, 3H), 7.45-7.30 (m, 3H), 6.90 (s, 1H), 5.41 (s, 2H), 3.75-3.45 (m, 3H), 3.20 (m, 2H), 2.95 (m, 2H), 2.76 (m, 2H), 2.34 (s, 3H), 1.88 (m, 2H), 1.64 (m, 1H), 1.42 (m, 2H); Mass spectrum (apci) m/z=427.1 (M+H-2HCl).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933077B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-3fabda31f0404c289179d781dd822a47 |
| Source note | uspto-grants-2015_01 |