Ammonium Chloride → HCID 178507775, compound

Temperature

105 °C

To a solution of 5-nitro-1H-pyrazole-3-carboxylic acid [2-(4-chloro-phenyl)-ethyl]amide (160 mg, 5.42 mmol, 1 eq) in tetrahydrofuran and ethanol (1 mL/3 mL) was added a saturated solution of ammonium chloride (1 mL) and iron (97 mg, 1.73 mmol, 3.2 eq). The mixture was stirred at 105° C. for 16 h. After cooling, the mixture was filtrated on a short pad of celite and washed with ethanol (10 mL), tetrahydrofuran (10 mL) and water (10 mL). The filtrate was evaporated, water (10 mL) was added and the aqueous phase was extracted with dichloromethane (2×15 mL). The organic layers were dried over magnesium sulfate, filtered and evaporated in vacuo to afford 5-amino-1H-pyrazole-3-carboxylic acid [2-(4-chloro-phenyl)-ethyl]-amide as beige powder (100 mg, 70% yield).

1. temperatureAfter cooling
2. filtrationthe mixture was filtrated on a short pad of celite
3. washwashed with ethanol (10 mL), tetrahydrofuran (10 mL) and water (10 mL)
4. customThe filtrate was evaporated
5. additionwater (10 mL) was added
6. extractionthe aqueous phase was extracted with dichloromethane (2×15 mL)
7. dry with materialThe organic layers were dried over magnesium sulfate
8. filtrationfiltered
9. customevaporated in vacuo

ORD record

ord-a8bf15bcedfb4c23bd18d42c965947b4

Source dataset

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09434745B2