HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 2-(2-(3-(benzyloxy)pyridin-2-ylamino)thiazol-4-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 4-chloroacetoacetate | HCID 36240 | — |
| Reactant | 1-(3-(Benzyloxy)pyridin-2-yl)thiourea | HCID 72705639 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 2-(2-(3-(benzyloxy)pyridin-2-ylamino)thiazol-4-yl)acetate | HCID 16660172 | 33.2% |
Reaction Steps
Following the method of Example 2, Step C, 1-(3-(benzyloxy)pyridin-2-yl)thiourea (2.00 g, 7.71 mmol), methyl 4-chloro-3-oxo-butanoate (1.63 g, 10.8 mmol), and triethylamine (1.83 mL, 13.1 mmol) were reacted in methanol (40 mL) to provide methyl 2-(2-(3-(benzyloxy)pyridin-2-ylamino)thiazol-4-yl)acetate (910 mg, 33%) as a yellow oil. 1H NMR (d6-DMSO) δ 10.10 (s, 1H), 7.86 (d, 1H), 7.58 (d, 2H), 7.30-7.42 (m, 4H), 6.90 (d, 1H), 6.80 (s, 1H), 5.25 (s, 2H), 3.62 (s, 3H). Mass spectrum (apci) m/z=356 (100) (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933077B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-2118379e27c9431a9e78efc021b60be0 |
| Source note | uspto-grants-2015_01 |