Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916371Generated: November 2, 2026

tert-Butyl 1-(4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)-2-methylpropan-2-yl oxalate → 2-(1-(4-(6-(4-Chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)-2-methylpropan-2-yloxy)-2-oxoacetic Acid

https://huagongshe.com/reaction/1916371

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 1-(4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)-2-methylpropan-2-yl oxalateHCID 58858061—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product2-(1-(4-(6-(4-Chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)-2-methylpropan-2-yloxy)-2-oxoacetic AcidHCID 5885809591%

Reaction Steps

A solution of tert-butyl 1-(4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)-2-methylpropan-2-yl oxalate (124 mg; 0.212 mmol) in 0.5 mL of TFA and 1 mL of CH2Cl2 was stirred at rt for 1.5 h. The solution was concentrated under reduced pressure to afford 102 mg (91%) of the title compound as a white foam. 1H NMR (CDCl3) δ 1.70 (s, 6H), 3.86 (s, 3H), 4.30 (s, 2H), 6.91-6.94 (m, 2H), 7.09 (d, J=8.80 Hz, 1H), 7.45 (d, J=8.79 Hz, 2H), 7.66-7.69 (m, 3H), 8.74 (s, 1H); 13C NMR (CDCl3) δ 22.76, 56.26, 74.60, 85.93, 111.25, 116.62, 119.30, 122.64, 127.93, 129.47, 129.70, 130.35, 136.86, 148.88, 151.00, 151.55, 155.17, 155.98, 157.04, 158.59, 159.55, 159.95; HPLC (Method #1) 4.13 min retention time, (99%); MS (ES): m/z 529 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618115B2
Source datasetuspto-grants-2013_12
ORD IDord-7aa24a08fa5f4a5eafa2b8bc750a8558
Source noteuspto-grants-2013_12