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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967627Generated: November 2, 2026

Diazald → HCID 53380362, compound

https://huagongshe.com/reaction/1967627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazaldHCID 6628—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 21225595HCID 21225595—
ReactantHCID 67387563HCID 67387563—
SolventMethanolHCID 887—
ProductHCID 53380362HCID 53380362—

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)-3-hydroxy-4-methyl-5-(4-phenoxycyclohexyl)-1H-pyrrol-2(5H)-one (0.900 g, 2.23 mmol, 1 eq) and MeOH (10 ml) and was purified by preparative HPLC; yield: 0.051 g (12.2%); MS m/z: 418.2 [M+H]+; 1H-NMR: (400 MHz, DMSO-D6) δ: 12.52 (b, 1H), 8.26-8.25 (d, 1H), 7.67-7.53 (m, 2H), 7.27-7.15 (m, 3H), 4.80-4.72 (m, 1H), 4.50 (s, 0.5H), 4.20 (m, 1H), 3.86 (s, 3H), 2.03-1.90 (m, 4H), 1.69-1.65 (m, 2H), 1.46-1.39 (m, 2H), 1.21-0.99 (m, 2H); HPLC (METHOD [A]): rt 13.30 min (97.08%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420828B2
Source datasetuspto-grants-2013_04
ORD IDord-c1645191b82b471099850b6e4d0a8e13
Source noteuspto-grants-2013_04