4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

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4-Chloro-7H-pyrrolo[2,3-d]pyrimidine structure
Structural Feature
Pyrrolopyrimidine scaffold
Reactive Feature
Heteroaryl chloride
Synthesis Role
Kinase inhibitor building block
Application Context
Pharmaceutical intermediate
CAS Number3680-69-1
Molecular FormulaC6H4ClN3
Molecular Weight153.57 g/mol
AppearanceWhite crystalline solid
SMILESClc1ncnc2[nH]ccc12
InChIKeyBPTCCCTWWAUJRK-UHFFFAOYSA-N
Description4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, with 4-chloro as a nucleophilic aromatic substitution handle. Condenses with amines to construct pyrrolopyrimidine drugs; key intermediate for JAK inhibitors like tofacitinib.
ApplicationsPharmaceutical intermediate; pyrrolopyrimidine; JAK inhibitor intermediate
Hazard ClassAcute Tox. 3 (Oral); Skin Irrit. 2; Eye Irrit. 2; STOT SE 3 (Resp)