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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388596Generated: October 30, 2026

Diazald → HCID 53380073, compound

https://huagongshe.com/reaction/2388596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazaldHCID 6628—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 21225595HCID 21225595—
ReactantHCID 67387420HCID 67387420—
SolventMethanolHCID 887—
ProductHCID 53380073HCID 53380073—

Reaction Steps

The compound was synthesized starting from KOH (15 eq in water), diazald (9 eq), ethylene glycol/Et2O (1/3 v/v, 40 ml), 1-(1H-Benzo[d]imidazol-6-yl)-5-(2,3-difluorophenyl)-3-hydroxy-4-propyl-1H-pyrrol-2(5H)-one (1.0 g, 2.71 mmol, 1 eq) and MeOH (10 ml), the product was further purified by preparative HPLC; yield: 0.120 g (11.6%); MS m/z: 384.1 [M+H]+; 1H-NMR: (400 MHz, CDCl3) δ: 0.96 (t, 3H), 1.6-1.4 (m, 6H), 1.94-1.87 (m, 1H), 2.47-2.39 (m, 1H), 4.08 (s, 3H), 5.90 (bs, 1H), 6.92(bs, 1H), 7.03-6.94 (m,2H), 7.54 (bs, 1H), 7.83 (s, 1H), 7.94 (s, 1H); HPLC (METHOD [A]): rt 14.38 min (100%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269019B2
Source datasetuspto-grants-2012_09
ORD IDord-8629d32467714131ae4ab2837517bc0f
Source noteuspto-grants-2012_09