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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916756Generated: October 30, 2026

Water → (4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-amino-phenyl)methanone

https://huagongshe.com/reaction/916756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactant(4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-nitro-phenyl)methanoneHCID 11859043—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
Solvent1,4-DioxaneHCID 31275—
Product(4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-amino-phenyl)methanoneHCID 11859044100%

Reaction Steps

Fe (8.24 g, 147.55 mmol) was added to a solution of (4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-nitro-phenyl)methanone (10.37 g, 29.51 mmol) and NH4Cl (6.31 g, 118.0 mmol) in 1,4-Dioxane (200 mL), EtOH (150 mL), and water (100 mL). The resulting suspension was heated to reflux for 2 h, at this time the reaction was cooled to room temperature then filtered through celite eluting with EtOAc. The filtrate was dried over MgSO4 and concentrated to afford the title compound as a yellow solid (9.48 g, 100%). MS: 322.3 (MH+); HPLC Rf: 4.55 min. (HPLC method 4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07271262B2
Source datasetuspto-grants-2007_09
ORD IDord-b33c42288a4046c0ab1bc298ecc116fd
Source noteuspto-grants-2007_09