Ammonia → HCID 118209008, compound

HRID 595226Notes

Reaction equation

HRID 595226 reaction equation
[OH:1][CH:2]([CH2:7][N:8]1[CH:12]=[C:11]([I:13])[CH:10]=[N:9]1)[C:3](OC)=[O:4].[NH3:14]>>[OH:1][CH:2]([CH2:7][N:8]1[CH:12]=[C:11]([I:13])[CH:10]=[N:9]1)[C:3]([NH2:14])=[O:4]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 118208705HCID 118208705, compound

Product 1

HCID 118209008HCID 118209008, compound

Conditions

Temperature
60 °C

Procedure

A mixture of methyl 2-hydroxy-3-(4-iodo-1H-pyrazol-1-yl)propanoate (4 g, 13 mmol) and ammonia (saturated in methanol, 100 mL) in a sealed tube was stirred at 60° C. for 12 hours. After cooling to room temperature, the mixture was concentrated under reduced pressure to afford 2-hydroxy-3-(4-iodo-1H-pyrazol-1-yl)propanamide. MS ESI calc'd. for C6H9IN3O2 [M+H]+ 282. found 282. 1H NMR (400 MHz, CDCl3) δ 7.72 (s, 1H), 7.50 (s, 1H), 4.53-4.49 (m, 1H), 4.36-4.29 (m, 2H).

Workup

  1. temperatureAfter cooling to room temperature
  2. concentrationthe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a39f57ea88c24d5682c6bb5917c645fa
Source dataset
uspto-grants-2016_01
Patent number
US09242984B2

Reaction notes

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