Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 369872Generated: October 30, 2026

Tert-Butylamine → 6-(N-tert.-Butyl-carbamoyl)-4-(3-chloro-anilino)-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/369872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-ButylamineHCID 6385—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant6-carboxy-4-(3-chloroanilino)-7H-pyrrolo[2,3-d]pyrimidineHCID 21262674—
SolventDimethylformamideHCID 6228—
Product6-(N-tert.-Butyl-carbamoyl)-4-(3-chloro-anilino)-7H-pyrrolo[2,3-d]pyrimidineHCID 23282759—

Reaction Steps

To a solution of 144 mg (0.50 mmol) of 6-carboxy-4-(3-chloro-anilino)-7H-pyrrolo[2,3-d]pyrimidine (cf. Example 42) and 116 μl (1.1 mmol) of tert.-butylamine in 5 ml of DMF are added 114 μl (0.75 mmol) of diethyl cyanophosphonate (Aldrich; Milwaukee/USA). After 4 h, the reaction mixture is poured onto ice water, stirred for 30 min and finally filtered. The residue is redissolved in isopropanol, treated with charcoal and filtered. Concentration in vacuo and washing with dichloromethane/diethyl ether yields the title compound; HPLC: tRet (Grad20)=11.4; FAB-MS: (M+H)+ =344.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06140332
Source datasetuspto-grants-2000_10
ORD IDord-015f9b952a0447c4ac4918724c83e99a
Source noteuspto-grants-2000_10