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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216425Generated: October 26, 2026

Hydrochloric Acid → HCID 178422438, compound

https://huagongshe.com/reaction/216425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 178497004HCID 178497004—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 178422438HCID 17842243895.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

7-Fluoro-6-(4-bromo-2-methyl-phenylamino)-1H-benzoimidazole-5-carboxylic acid methyl ester 8a (63 mg, 0.167 mmol) is suspended in MeOH (1.5 mL) and 20% NaOH (400 μl) is added. After 16 hours, the reaction mixture is cooled to 0° C. and 1 N HCl solution is added dropwise until pH is 2 to 3. The reaction mixture is diluted with ethyl acetate and water and the layers separated. The organic layer is washed with brine, dried (Na2SO4) and concentrated under reduced pressure to give 58 mg (95%) of desired product: MS APCI (+) m/z 366, 364 (M+1 Br pattern) detected; MS APCI (−) m/z 364, 362 (M−1 Br pattern) detected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193229B2
Source datasetuspto-grants-2012_06
ORD IDord-4c82594e5bce4094baebf8d8004e5c5f
Source noteuspto-grants-2012_06