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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1853024Generated: October 25, 2026

1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine → tert-butyl 3-(cyanomethyl)-3-(4-(7-(1-isopropyl-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate

https://huagongshe.com/reaction/1853024

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidineHCID 45789216—
Reactant7-(1-isopropyl-1H-pyrazol-4-yl)-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidineHCID 67457762—
Producttert-butyl 3-(cyanomethyl)-3-(4-(7-(1-isopropyl-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylateHCID 6745672864%

Reaction Steps

7-(1-isopropyl-1H-pyrazol-4-yl)-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine (Example 34, Step B) was reacted in the same manner as Example 34, Step C, replacing 3-cyclopropylacrylonitrile with tert-butyl 3-(cyanomethylene)azetidine-1-carboxylate (Preparation F, Step A) to obtain tert-butyl 3-(cyanomethyl)-3-(4-(7-(1-isopropyl-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate (0.090 g, 0.1846 mmol, 64% yield). MS (apci) m/z=488.3 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962596B2
Source datasetuspto-grants-2015_02
ORD IDord-70fc4a528f73469a8a414cedfafceb92
Source noteuspto-grants-2015_02