HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 1,1-Dimethylethyl 3-[(4,6-dimethyl-2-pyrimidinyl)oxy]-1-azetidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 2-Chloro-4,6-dimethylpyrimidine | HCID 20550 | — |
| Reactant | Tert-butyl 3-hydroxyazetidine-1-carboxylate | HCID 2756801 | — |
| Product | 1,1-Dimethylethyl 3-[(4,6-dimethyl-2-pyrimidinyl)oxy]-1-azetidinecarboxylate | HCID 59418314 | — |
Reaction Steps
Compound P24 was prepared according to the general procedure described in the preparation of P21, except that 2-chloro-4,6-dimethylpyrimidine was used in place of 2-bromopyridine, to afford P24. LCMS (ESI) m/z 280.3 (M+1). 1H NMR (400 MHz, CDCl3) δ 1.39 (s, 9H), 2.34 (s, 6H), 3.96 (m, 2H), 4.25 (m, 2H), 5.26 (m, 1H), 6.66 (s, 1H). Compound P24 was deprotected with trifluoroacetic acid as described for tert-butyl 3-hydroxyazetidine-1-carboxylate in the preparation of C19, Example 3 before being used in the coupling step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08278295B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-791b0ffc7cbf4322943558e8ead2af53 |
| Source note | uspto-grants-2012_10 |