Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1512824Generated: November 4, 2026

Glycine ethyl ester → HCID 59146043, compound

https://huagongshe.com/reaction/1512824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycine ethyl esterHCID 12176—
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 44547315HCID 44547315—
SolventDichloromethaneHCID 6344—
ProductHCID 59146043HCID 5914604355.6%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 3-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indol-3-yl]propanoic acid (E1) (150 mg), ethyl glycinate (73 mg) and HATU (402 mg) in DCM (20 mL) was added DIPEA (0.2 mL). The reaction was stirred at 40° C. for 3 h. The reaction mixture was cooled to room temperature and partitioned between DCM (25 mL) and water (25 mL). The organic phase was washed with water, dried over sodium sulphate and evaporated in vacuo to afford the crude product ethyl N-{3-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indol-3-yl]propanoyl}glycinate as an off-white solid (D125) (100 mg), which was used directly in the next step. MS (ES): C26H27ClN4O5 requires 510; found 511.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217028B2
Source datasetuspto-grants-2012_07
ORD IDord-db37d541568f479383b3e7cacff0c355
Source noteuspto-grants-2012_07