HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Tert-butyl[3-(2-{5-[(2,5-dichloropyrimidin-4-yl)amino]-2-methoxyphenyl}ethyl)phenyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4,5-Trichloropyrimidine | HCID 237259 | — |
| Reactant | Tert-butyl{3-[2-(5-amino-2-methoxyphenyl)ethyl]phenyl}carbamate | HCID 89143988 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Tert-butyl[3-(2-{5-[(2,5-dichloropyrimidin-4-yl)amino]-2-methoxyphenyl}ethyl)phenyl]carbamate | HCID 57962445 | 95.8% |
Reaction Steps
tert-Butyl{3-[2-(5-amino-2-methoxyphenyl)ethyl]phenyl}carbamate (55 mg, 0.16 mmol), potassium carbonate (67 mg, 0.48 mmol), and 2,4,5-trichloropyrimidine (18 μL, 0.16 mmol) were stirred in N,N-dimethylformamide (1.5 mL) for 30 minutes. Purification by preparative LCMS (pH 2) gave the desired compound (75 mg, 95%). 1H NMR (300 MHz, DMSO-d6): δ 9.40 (s, 1H), 9.25 (s, 1H), 8.30 (s, 1H), 7.40 (m, 3H), 7.20 (m, 1H), 7.12 (m, 1H), 6.99 (d, 1H) 6.80 (d, 1H), 3.80 (s, 3H), 2.77 (m, 4H), 1.42 (s, 9H). LCMS for C24H27Cl2N4O3 (M+H)+: m/z=489.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871753B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-f0f9840a12694fe481a0a029a4399402 |
| Source note | uspto-grants-2014_10 |