Water → HCID 178433623, compound

HRID 981530Notes

Reaction equation

HRID 981530 reaction equation
[O:1]=[C:2]1[CH:6]([C:7](=[N:9][C:10]2[C:14]([C:15]#[N:16])=[CH:13][NH:12][N:11]=2)[CH3:8])[CH2:5][CH2:4][O:3]1.O>C(N(CC)CC)C>[C:15]([C:14]1[CH:13]=[N:12][N:11]2[C:2](=[O:1])[C:6]([CH2:5][CH2:4][OH:3])=[C:7]([CH3:8])[NH:9][C:10]=12)#[N:16]

Participants

4

Reactant 2

HCID 962WaterHCID 178463649HCID 178463649, compound

Product 1

HCID 178433623HCID 178433623, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
50 °C

Procedure

(i-1) 15 g of Compound (IV) [R2 =H, R3 =CN], 35 ml of water, and 9.7 ml of triethylamine were mixed and stirred at 50° C. in a warm bath to obtain a brown solution. After heating for about 5 hours, the reacted solution was allowed to stand at room temperature over night. Precipitations of brown crystals was confirmed. The solution was acidified by adding acetic acid. Deposited crystals were collected and recrystallized in dimethylformamide to obtain 13.5 g of 3-cyano-6-(2-hydroxyethyl)-5-methylpyrazolo[1,5-a]pyrimidine-7(4H)-one [R2 =H, R3 =CN in formula (V)] as slight brown crystals having a decomposition temperature of 283° C. at a yield of 90.0%.

Workup

  1. customto obtain a brown solution
  2. temperatureAfter heating for about 5 hours
  3. waitto stand at room temperature over night
  4. customPrecipitations of brown crystals
  5. additionby adding acetic acid
  6. customDeposited crystals were collected
  7. customrecrystallized in dimethylformamide

Sources & evidence

ORD record
ord-c5a755a32aeb40b4b4fa397a4ff4b576
Source dataset
uspto-grants-1991_02
Patent number
US04992442

Reaction notes

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