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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657222Generated: October 29, 2026

Cyclohexyl isocyanate → HCID 58770800, compound

https://huagongshe.com/reaction/657222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexyl isocyanateHCID 18502—
Reactant6,7-Dimethoxy-4-(piperidin-4-yl)quinazolineHCID 59551734—
SolventDimethylformamideHCID 6228—
ProductHCID 58770800HCID 5877080050.2%

Reaction Steps

A solution of 6,7-dimethoxy-4-piperidin-4-yl-quinazoline (30 mg, 0.110 mmol), as prepared in Example 1d, in DMF (1 mL) was treated with isocyanato-cyclohexane (20.6 mg, 0.165 mmol) at RT overnight. The reaction was then partitioned between EtOAc (10 mL) and H2O (10 mL). The organic phase was dried over Na2SO4 and concentrated in vacuo. Purification by prep tlc (1:9 MeOH/DCM) afforded the title compound as a light yellow solid (22 mg, 50%). 1H NMR (300 MHz, CDCl3) δ 9.08 (s, 1H), 7.38 (s, 1H), 7.26 (s, 1H), 4.35 (d, 1H), 4.14 (d, 1H), 4.07 (s, 6H), 3.68 (m, 1H), 3.53 (m, 1H), 3.03 (m, 2H), 2.12-1.90 (m, 4H), 1.70-1.55 (m, 5H), 1.40-1.09 (m, 5H); LC/MS (ESI): calcd mass 398.2, found 399.3 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071768B2
Source datasetuspto-grants-2011_12
ORD IDord-df9e1bdd33ca41a9bc54bfbbc0d75290
Source noteuspto-grants-2011_12