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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645697Generated: October 26, 2026

Diisopropylethylamine → 6-(2-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-2,2-dimethyl-2H-benzo[b][1,4]oxazin-3(4H)-one

https://huagongshe.com/reaction/645697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Amino-2,2-dimethyl-2H-benzo[B][1,4]oxazin-3(4H)-oneHCID 13665496—
Reactant2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidineHCID 14116871—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product6-(2-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-2,2-dimethyl-2H-benzo[b][1,4]oxazin-3(4H)-oneHCID 8662803848.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine (0.056 g, 0.30 mmol) in dimethylsulfoxide (1 mL) was added DIPEA (0.12 mL, 0.60 mmol) and 6-amino-2,2-dimethyl-2H-benzo[b][1,4]oxazin-3(4H)-one (0.085 g, 0.44 mmol). After heating at 100° C. for 15 h, the mixture was diluted with ethylacetate and sequentially washed with saturated NaHCO3 and brine. The organic extracts were dried over Na2SO4 and concentrated to give 6-(2-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-2,2-dimethyl-2H-benzo[b][1,4]oxazin-3(4H)-one (0.05 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705004B2
Source datasetuspto-grants-2010_04
ORD IDord-96a8bb15fa954be489846074de0fe271
Source noteuspto-grants-2010_04