HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3,4-Dichlorophenyl)(oxazol-5-yl)methanamine hydrochloride → (R)-tert-butyl 3-(3-fluoro-4-(trifluoromethyl)phenyl)-3-(2-(isopropylamino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-7-carboxamido)propylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3,4-Dichlorophenyl)(oxazol-5-yl)methanamine hydrochloride | HCID 68294638 | — |
| Reactant | N-(tetrahydro-2H-pyran-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-amine | HCID 71743546 | — |
| Reactant | (R)-tert-butyl 3-amino-3-(3-fluoro-4-(trifluoromethyl)phenyl)propylcarbamate | HCID 86705529 | — |
| Product | (R)-tert-butyl 3-(3-fluoro-4-(trifluoromethyl)phenyl)-3-(2-(isopropylamino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-7-carboxamido)propylcarbamate | HCID 68294477 | 39% |
Reaction Steps
Condensation of 290 and 72 was carried out in accord with the procedure described in step 6 of example 1 except 290 was used in place of 28 and 72 was used in place of 22. The crude product was purified by SiO2 chromatography eluting with DCM/MeOH gradient (500:8 to 500:15) to afford 0.090 g (39.0%) of (R)-tert-butyl 3-(3-fluoro-4-(trifluoromethyl)phenyl)-3-(2-(isopropylamino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-7-carboxamido)propylcarbamate (292).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133187B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-07a7a4ca353b4cd1b57309be3527d71e |
| Source note | uspto-grants-2015_09 |