HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbonic acid-guanidine (1:1) → 5-[4-(2-Fluorobenzyl)cyclohexylmethoxy]quinazoline-2,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbonic acid-guanidine (1:1) | HCID 286947 | — |
| Reactant | 2-Fluoro-6-[4-(2-fluorobenzyl)cyclohexylmethoxy]benzonitrile | HCID 67301376 | — |
| Product | 5-[4-(2-Fluorobenzyl)cyclohexylmethoxy]quinazoline-2,4-diamine | HCID 25003479 | 52% |
Reaction Steps
Cyclization of 2-fluoro-6-[4-(2-fluorobenzyl)cyclohexylmethoxy]benzonitrile (225 mg; 0.66 mmol) and guanidine carbonate (119 mg; 0.66 mmol) was carried out using Method F. Material was purified using ethyl alcohol trituration. Solids were collected by filtration. Title compound was obtained. (130 mg; 52% yield). 1HNMR (400 MHz, DMSO-d6) δ 7.33 (t, J=8.0 Hz, 1H), 7.24 (m, 4H), 7.12 (m, 2H), 6.75 (dd, J=8.4, 0.8 Hz, 1H), 6.51 (d, J=7.6 Hz, 1H), 5.97 (br s, 2H), 3.92 (d, J=5.6 Hz, 2H), 2.52 (d, J=7.2 Hz, 2H), 1.83 (m, 3H), 1.69 (m, 2H), 1.51 (m, 1H), 1.06 (m, 4H). MS m/z (APCI) 381 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07985755B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-e683641bb5384eaeadbb76b7550ebed1 |
| Source note | uspto-grants-2011_07 |