HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl isothiocyanate → 1-Cyclopentyl-3-ethyl-7-methoxy-2-thioxo-2,3-dihydro-1H-pyrimido[5,4-c]quinolin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl isothiocyanate | HCID 10966 | — |
| Reactant | 4-Cyclopentylamino-8-methoxy-quinoline-3-carboxylic acid ethyl ester | HCID 67249718 | — |
| Product | 1-Cyclopentyl-3-ethyl-7-methoxy-2-thioxo-2,3-dihydro-1H-pyrimido[5,4-c]quinolin-4-one | HCID 44187055 | 33.8% |
Reaction Steps
1-Cyclopentyl-3-ethyl-7-methoxy-2-thioxo-2,3-dihydro-1H-pyrimido[5,4-c]quinolin-4-one (12 mg) was prepared from 4-cyclopentylamino-8-methoxy-quinoline-3-carboxylic acid ethyl ester (0.10 mmol) (prepared as described in Example 1) and ethyl isothiocyanate (0.4 mmol) following a procedure similar to general procedure C. LCMS: m/z 356 [M+1]+. 1H NMR (400 MHz, CDCl3): δ 9.50 (s, 1H), 7.74 (d, 1H), 7.53 (t, 1H), 7.21 (d, 1H), 5.03 (p, 1H), 4.09 (s, 3H), 4.07 (q, 2H), 2.42 (m, 2H), 2.08 (m, 4H), 1.64 (m, 2H) and 1.34 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853226B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-03702181b6a84f7d8a255a78d952ca5d |
| Source note | uspto-grants-2014_10 |