tert-Butyl piperazine-1-carboxylate → HCID 86707025, compound

HRID 57817Notes

Reaction equation

HRID 57817 reaction equation
F[C:2]1[N:7]=[C:6]([N:8]2[C:16]3[CH:15]=[C:14]([C:17]4[S:21][CH:20]=[N:19][CH:18]=4)[N:13]=[CH:12][C:11]=3[CH:10]=[N:9]2)[CH:5]=[CH:4][CH:3]=1.[C:22]([N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1)([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23]>CS(C)=O>[S:21]1[C:17]([C:14]2[N:13]=[CH:12][C:11]3[CH:10]=[N:9][N:8]([C:6]4[N:7]=[C:2]([N:32]5[CH2:31][CH2:30][N:29]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:34][CH2:33]5)[CH:3]=[CH:4][CH:5]=4)[C:16]=3[CH:15]=2)=[CH:18][N:19]=[CH:20]1

Participants

4

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 867070265-[1-(6-Fluoro-2-pyridyl)pyrazolo[4,3-c]pyridin-6-yl]thiazole

Product 1

HCID 86707025HCID 86707025, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
95 °C

Procedure

A solution of 5-[1-(6-fluoro-2-pyridyl)pyrazolo[4,3-c]pyridin-6-yl]thiazole (50 mg, 0.17 mmol) and 1-N-boc-piperazine (175 mg, 0.921 mmol) in dimethyl sulfoxide; 2.0 mL was heated at 95° C. for 8 h. The reaction was quenched with water and extracted with EtOAc. The organic layers was dried with sodium sulfate, filtered, and concentrated in vacuum to give tert-butyl 4-[6-(6-thiazol-5-ylpyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]piperazine-1-carboxylate:

Workup

  1. customThe reaction was quenched with water
  2. extractionextracted with EtOAc
  3. dry with materialThe organic layers was dried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuum

Sources & evidence

ORD record
ord-b52fb7969c52477b9b03ab73b0cd04bb
Source dataset
uspto-grants-2016_09
Patent number
US09434725B2

Reaction notes

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