Pyrrolidine → HCID 178434640, compound

HRID 407357Notes

Reaction equation

HRID 407357 reaction equation
Br[CH2:2][C:3]1[CH:18]=[CH:17][C:6]2[N:7]=[C:8]([C:10]3[C:14]([CH3:15])=[N:13][NH:12][C:11]=3[NH2:16])[S:9][C:5]=2[CH:4]=1.[NH:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1>C(O)C>[CH3:15][C:14]1[C:10]([C:8]2[S:9][C:5]3[CH:4]=[C:3]([CH2:2][N:19]4[CH2:23][CH2:22][CH2:21][CH2:20]4)[CH:18]=[CH:17][C:6]=3[N:7]=2)=[C:11]([NH2:16])[NH:12][N:13]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 178434639HCID 178434639, compound

Product 1

HCID 178434640HCID 178434640, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 4-(6-bromomethylbenzothiazol-2-yl)-5-methyl-2H-pyrazol-3-ylamine (20 mg) in ethanol (1 mL) was added excess pyrrolidine. The reaction mixture was stirred at room temperature overnight. The solvent was then removed by evaporation and the residue was purified by flash column chromatography eluting with CHCl3:MeOH=9:1 to yield 2.7 mg of the title compound as a cream coloured solid. MS (m/z, ES+): 314.1 (M+1, 45%), 243.0 (M-C4H8N, 100%).

Workup

  1. customThe solvent was then removed by evaporation
  2. customthe residue was purified by flash column chromatography
  3. washeluting with CHCl3

Sources & evidence

ORD record
ord-af1bf62a6d944d6ab7bd6f348c429625
Source dataset
uspto-grants-2014_06
Patent number
US08754233B2

Reaction notes

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