HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3,4-Dichlorophenyl)(oxazol-5-yl)methanamine hydrochloride → N-(3-(tert-butyldimethylsilyloxy)-1-(3-fluoro-4-(trifluoromethyl)phenyl)propyl)-2-(isopropylamino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxamide
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 | 3-(Tert-butyldimethylsilyloxy)-1-(3-fluoro-4-(trifluoromethyl)phenyl)propan-1-amine | HCID 86705527 | — |
| Product | N-(3-(tert-butyldimethylsilyloxy)-1-(3-fluoro-4-(trifluoromethyl)phenyl)propyl)-2-(isopropylamino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxamide | HCID 131733486 | 28.1% |
Reaction Steps
Condensation of 278 and 72 was carried out in accord with the procedure described in step 6 of example 1 except 278 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 (500:5) to afford 0.123 g (28.1%) of N-(3-(tert-butyldimethylsilyloxy)-1-(3-fluoro-4-(trifluoromethyl)phenyl)propyl)-2-(isopropylamino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxamide (280).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133187B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-d8499f44032243fc9ef521bfe47fdf91 |
| Source note | uspto-grants-2015_09 |