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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 64291Erstellt: 23. Oktober 2026

tert-Butyl 3-acetylazetidine-1-carboxylate → 7-(Azetidin-3-yl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

https://huagongshe.com/de/reaction/64291

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttert-Butyl 3-acetylazetidine-1-carboxylateHCID 59841137—
Edukt7-(3-Aminophenyl)-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 117668187—
Edukt7-(3-(3-Chloropropanamido)phenyl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamideHCID 136214293—
EduktHCID 178509389HCID 178509389—
Produkt7-(Azetidin-3-yl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamideHCID 136928138—

Reaktionsschritte

The desired product was prepared from tert-butyl 3-acetylazetidine-1-carboxylate and 5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile according to the procedures for 7-(3-aminophenyl)-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (step 4 to 5), compound 2 (step 1 and 2) and compound 38 (step 2), under appropriate conditions recognized by one of ordinary skill in the art. 1H NMR (DMSO-d6) δ 8.70 (br s, 1H), 8.44 (br s, 111), 7.50 (d, J=8.6 Hz, 2H), 7.45-7.40 (m, 2H), 7.18 (t, J=7.6 Hz, 1H), 7.08 (d, J=7.4 Hz, 2H), 7.06 (d, J=8.6 Hz, 2H), 6.72 (br s, 1H), 4.46-4.38 (m, 1H), 4.24-4.15 (m, 1H), 4.07-3.94 (m, 3H), 3.29-3.24 (m, 2H), 3.19-3.10 (m, 1H), 2.13-2.04 (m, 1H), 1.78-1.69 (m, 1H). MS (ESI) m/e [M+1]+ 390.0.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447106B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-43a19c583eb446a8aca87a5b4f3cbb4c
Quellennotizuspto-grants-2016_09