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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428260Generated: November 1, 2026

Diisopropylethylamine → HCID 68052027, compound

https://huagongshe.com/reaction/1428260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantTriphosgeneHCID 94429—
ReactantMethyl 4-(aminomethyl)benzoateHCID 571728—
ReactantHCID 56967819HCID 56967819—
SolventDichloromethaneHCID 6344—
ProductHCID 68052027HCID 68052027—

Reaction Steps

To methyl 4-(aminomethyl)benzoate (25 mg, 0.12 mmol), was added DCM (376 μL), DIPEA (43 μL, 0.25 mmol) and triphosgene (11 mg, 0.037 mmol) at 0° C. The reaction was stirred for 2.5 hours before 4-[(3aR,7aR)-octahydro-1H-pyrrolo[3,2-b]pyridin-1-yl]-7H-pyrrolo[2,3-d]pyrimidine (30.2 mg, 0.124 mmol) was added. The resulting solution was stirred for an additional 3 hours before being concentrated in vacuo and purified by mass triggered reverse phase HPLC. Lyophilization of the desired fractions gave the title compound (TFA salt) as a white solid. LRMS calc'd for C23H27N6O3 [M+H]+, 435; found 435. Jak1 activity: ++.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937077B2
Source datasetuspto-grants-2015_01
ORD IDord-2095a06106f542809f36bf432dd39752
Source noteuspto-grants-2015_01