Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222158Generated: October 26, 2026

Acetic Acid → (1S,2S,4R)-4-{-4-[(1R)-2,3-Dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]-pyrimidin-7-yl}-2-(hydroxymethyl)cyclopentanol

https://huagongshe.com/reaction/222158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetrahydrofuranHCID 8028—
ReactantN-[(1R)-2,3-Dihydro-1H-inden-1-yl]-7-[(4aS,6R,7aS)-2-(4-methoxyphenyl)-hexahydrocyclopenta[d][1,3]dioxin-6-yl]-7H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 66618085—
SolventWaterHCID 962—
Product(1S,2S,4R)-4-{-4-[(1R)-2,3-Dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]-pyrimidin-7-yl}-2-(hydroxymethyl)cyclopentanolHCID 6661825652.2%

Reaction Steps

N-[(1R)-2,3-Dihydro-1H-inden-1-yl]-7-[(4aS,6R,7aS)-2-(4-methoxyphenyl)-hexahydrocyclopenta[d][1,3]dioxin-6-yl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine (70.0 mg, 0.145 mmol) was added to a solution of AcOH (0.742 mL, 13.0 mmol), THF (0.235 mL) and water (0.261 mL). The solution was stirred at rt for 4 days before being concentrated in vacuo. Silica gel chromatography eluting with a gradient of 0 to 10% MeOH in DCM afforded the title compound (27.6 mg, 52%). LC/MS: Rt=0.94 min, ES+ 365 (FA standard).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207177B2
Source datasetuspto-grants-2012_06
ORD IDord-b5f8e7c5e9ce45f4ba90ec2330fb4d2a
Source noteuspto-grants-2012_06