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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948742Generated: October 31, 2026

Dimethylformamide → HCID 67200057, compound

https://huagongshe.com/reaction/1948742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant4-chloro-6-isopropylpyrimidin-2-amineHCID 2773619—
ReactantHCID 67198236HCID 67198236—
ProductHCID 67200057HCID 6720005730%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of Intermediate 6 (100 mg, 0.32 mmol), 2-amino-4-chloro-6-isopropylpyrimidine (58 mg, 0.38 mmol) and sodium hydride (60% in mineral oil, 18 mg, 0.45 mmol) in DMF (2 mL) was stirred at 100° C. for 45 minutes. Purification was by preparative HPLC (Method 1) followed by partitioning between DCM (20 mL) and 10% aqueous K2CO3 solution (10 mL). The organic layer was separated, dried (MgSO4) and concentrated in vacuo to give the title compound as a white solid (37 mg, 30%). δH (CDCl3) 8.32 (s, 1H), 7.71-7.77 (m, 2H), 7.69 (d, J 8.1 Hz, 1H), 7.57 (d, J 9 Hz, 1H), 7.41-7.53 (m, 4H), 6.03 (s, 1H), 5.47 (s, 2H), 4.82 (br s, 2H), 2.83 (s, 3H), 2.64-2.79 (m, 1H), 1.21 (d, J 7 Hz, 6H). LCMS (ES+) 385.2 (M+H)+, RT 2.92 minutes (Method 3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399483B2
Source datasetuspto-grants-2013_03
ORD IDord-4cbb12c402af45b1b0abb02581bf53e1
Source noteuspto-grants-2013_03