Aniline → HCID 178424830, compound

HRID 1654724Notes

Reaction equation

HRID 1654724 reaction equation
C([C:4]1[CH:5]=[N:6][C:7]2[N:8]([N:11]=[CH:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[CH:22]=3)=[CH:16][CH:15]=2)[C:9]=1[OH:10])(O)=O.NC1C=CC=CC=1>>[OH:10][C:9]1[N:8]2[N:11]=[CH:12][C:13]([C:14]3[CH:15]=[CH:16][C:17]([CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[CH:22]=4)=[CH:18][CH:19]=3)=[C:7]2[N:6]=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 6115AnilineHCID 178424831HCID 178424831, compound

Product 1

HCID 178424830HCID 178424830, compoundYield 39.6%

Procedure

A mixture of 6-carboxy-7-hydroxy-3-[4-(3-methylphenylmethyl)phenyl]pyrazolo[1,5-a]pyrimidine (1.44 g) and aniline (10 ml) was heated at 100° C. to 110° C. with stirring, and reacted with each other for 1 hour. After completion of reaction, ice-water (100 ml) was poured into the mixture, and the precipitate was filtrated, washed with water and 30% methol, dried, and separated and purified by using a silica-gel column chromatography (chloroform:methanol=30:1) to give the title compound (0.50 g).

Workup

  1. temperaturewas heated at 100° C. to 110° C.
  2. customreacted with each other for 1 hour
  3. additionwas poured into the mixture
  4. filtrationthe precipitate was filtrated
  5. washwashed with water and 30% methol
  6. customdried
  7. customseparated
  8. custompurified

Sources & evidence

ORD record
ord-2d66d5d738be451896090b8551426551
Source dataset
uspto-grants-1995_04
Patent number
US05409928

Reaction notes

Loading…