Triethylamine → HCID 11209679, compound

HRID 1883543Notes

Reaction equation

HRID 1883543 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7](Cl)=[N:8][C:9]([S:12][CH3:13])=[N:10][CH:11]=1)=[O:5])[CH3:2].[NH2:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][N:20]=[CH:19]2.C(N(CC)CC)C>CO>[CH2:1]([O:3][C:4]([C:6]1[C:7]([NH:15][C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[NH:21][N:20]=[CH:19]3)=[N:8][C:9]([S:12][CH3:13])=[N:10][CH:11]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 800084-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl esterHCID 880121H-Indazol-5-amine

Product 1

HCID 11209679HCID 11209679, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of 4-chloro-2-methylthio-5-pyrimidine carboxylic acid ethyl ester (5 g) and 5-aminoindazole (3.15 g) in methanol (70 ml) was added triethylamine (3.5 ml), and then the solution was reacted at 30° C. for 3 hr. The reaction mixture was cooled at room temperature, stirred at 20° C. for 1 hr. Then the reaction mixture was filtered and washed with methanol (20 ml). The obtained solid was dried at 40-50° C. in vacuo to obtain the desired compound (6.15 g, 87%).

Workup

  1. customthe solution was reacted at 30° C. for 3 hr
  2. filtrationThen the reaction mixture was filtered
  3. washwashed with methanol (20 ml)
  4. customThe obtained solid was dried at 40-50° C. in vacuo

Sources & evidence

ORD record
ord-641266cba65040a2b4e7364b1006e90e
Source dataset
uspto-grants-2004_07
Patent number
US06762189B1

Reaction notes

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