1-Methylpiperazine → HCID 59278367, compound

HRID 1361256Notes

Reaction equation

HRID 1361256 reaction equation
Br[C:2]1[CH:7]=[C:6]([C@@H:8]([NH:11][C:12]([C:14]2[C:15]3[CH:22]=[N:21][N:20]([C:23]4[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=4)[C:16]=3[CH:17]=[N:18][CH:19]=2)=[O:13])[CH2:9][CH3:10])[CH:5]=[CH:4][N:3]=1.[CH3:30][N:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1.CCN(C(C)C)C(C)C>C(O)CCC>[CH3:30][N:31]1[CH2:36][CH2:35][N:34]([C:2]2[CH:7]=[C:6]([C@@H:8]([NH:11][C:12]([C:14]3[C:15]4[CH:22]=[N:21][N:20]([C:23]5[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=5)[C:16]=4[CH:17]=[N:18][CH:19]=3)=[O:13])[CH2:9][CH3:10])[CH:5]=[CH:4][N:3]=2)[CH2:33][CH2:32]1

Participants

5

Reactant 3

HCID 531671-MethylpiperazineHCID 81531DiisopropylethylamineHCID 59278146HCID 59278146, compound

Product 1

HCID 59278367HCID 59278367, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A microwave vessel charged with 1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid [(S)-1-(2-bromopyridin-4-yl)-propyl]-amide (0.05 g, 0.11 mmol), 1-methylpiperazine (33.1 mg, 0.33 mmol) and DIPEA (115 μL, 0.66 mmol) in 1-butanol (1.5 mL) was irradiated at 200° C. After 4 hours, the reaction was cooled, evaporated to dryness and the residue was purified with reverse phase liquid chromatography to afford the title compound.

Workup

  1. customwas irradiated at 200° C
  2. temperaturethe reaction was cooled
  3. customevaporated to dryness
  4. customthe residue was purified with reverse phase liquid chromatography

Sources & evidence

ORD record
ord-c79be9f9eaee45afa7fff22a8ec27f18
Source dataset
uspto-grants-2011_02
Patent number
US07879873B2

Reaction notes

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