Methylamine → HCID 46836871, compound

HRID 1520224Notes

Reaction equation

HRID 1520224 reaction equation
[CH3:1][C:2]1[S:6][C:5]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[N:4][C:3]=1[C:14]1[CH:15]=[N:16][N:17]([CH2:19][C:20]([O:22]CC)=O)[CH:18]=1.[CH3:25][NH2:26]>CO>[CH3:25][NH:26][C:20](=[O:22])[CH2:19][N:17]1[CH:18]=[C:14]([C:3]2[N:4]=[C:5]([NH:7][C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=3)[S:6][C:2]=2[CH3:1])[CH:15]=[N:16]1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 86658575HCID 86658575, compound

Product 1

HCID 46836871HCID 46836871, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

According to Scheme 18 Step 2: A solution of ethyl 2-(4-(5-methyl-2-(pyridin-2-ylamino)thiazol-4-yl)-1H-pyrazol-1-yl)acetate (87 μmol, 30 mg) and methylamine (0.26 mmol, 8.1 mg) in MeOH (4 mL) was heated at 60° C. for 4 hours. After evaporation, the crude product was purified by flash chromatography over silica gel using DCM/MeOH (100:0 to 90:10) as eluent to afford N-methyl-2-(4-(5-methyl-2-(pyridin-2-ylamino)thiazol-4-yl)-1H-pyrazol-1-yl)acetamide (40 μmol, 13 mg, 45%) as a white powder.

Workup

  1. customAfter evaporation
  2. customthe crude product was purified by flash chromatography over silica gel

Sources & evidence

ORD record
ord-1350f0e9579347e1abd94769d944b49f
Source dataset
uspto-grants-2015_07
Patent number
US09073907B2

Reaction notes

Loading…