Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279464Generated: October 30, 2026

Dimethylformamide → HCID 86705480, compound

https://huagongshe.com/reaction/2279464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 68294084HCID 68294084—
SolventEthyl AcetateHCID 8857—
ProductHCID 86705480HCID 8670548053.8%

Reaction Steps

To a solution of 72 (102 mg, 0.401 mmol) and 104 (126 mg, 0.364 mmol) and HATU (152 mg, 0.401 mmol) in DMF (5 mL) was added DIPEA (190 μL, 1.09 mmol). The reaction mixture was stirred at RT for 18 h. The reaction was diluted with EtOAc and washed with 1M HCl, satd. aq. NaHCO3, dried (Na2SO4), filtered and concentrated. The crude product was purified by reverse phase column chromatography (SP4) eluting with a MeCN/H2O gradient (5 to 95% MeCN) to afford 102 mg (53.8%) of (S)-tert-butyl 2-(4-chloro-3-fluorophenyl)-4-(2-(isopropylamino)-5,6-dihydropyrido[3,4-d]pyrimidin-7(8H)-yl)-4-oxobutyl(methyl)carbamate (106).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133187B2
Source datasetuspto-grants-2015_09
ORD IDord-ebc29fbcf738426e92a622435dfe609f
Source noteuspto-grants-2015_09