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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846542Generated: November 2, 2026

Diisopropylethylamine → 7-methoxy-3-{-1-[6-(7-methyl-3H-benzimidazol-5-yloxy)-pyrimidin-4-yl]-piperidin-4-yl}-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one

https://huagongshe.com/reaction/1846542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant7-methoxy-3-(piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-oneHCID 18356852—
Reactant6-(6-chloro-pyrimidin-4-yloxy)-4-methyl-1H-benzimidazoleHCID 86663910—
SolventDimethylformamideHCID 6228—
Product7-methoxy-3-{-1-[6-(7-methyl-3H-benzimidazol-5-yloxy)-pyrimidin-4-yl]-piperidin-4-yl}-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-oneHCID 46244599—

Reaction Steps

47 mg (0.17 mmol) 7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one, 45 mg (0.17 mmol) 6-(6-chloro-pyrimidin-4-yloxy)-4-methyl-1H-benzimidazole and 0.06 mL (0.34 mmol) DIPEA were combined in 2.0 mL DMF and stirred for 48 h at RT. The reaction mixture was purified by preparative HPLC-MS. The product-containing fractions were combined and the acetonitrile was evaporated down. The residue was made alkaline with 4N aqueous sodium hydroxide solution, the precipitate formed was suction filtered, washed with water and dried under HV.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952014B2
Source datasetuspto-grants-2015_02
ORD IDord-c86fa41fcbdf40999ffca6ddcb89e204
Source noteuspto-grants-2015_02