Triphenylphosphine → HCID 73776181, compound

HRID 1615725Notes

Reaction equation

HRID 1615725 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:6][N:5]=[C:4]2[NH:14][N:15]=[C:16]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[C:19]([F:24])[CH:18]=3)[C:3]=12.[CH3:25][N:26]1[CH2:31][CH2:30][N:29]([CH2:32][CH2:33]O)[CH2:28][CH2:27]1.N(C(OCC)=O)=NC(OCC)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCOCC1>[Cl:1][C:2]1[C:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[N:6][N:5]=[C:4]2[N:14]([CH2:33][CH2:32][N:29]3[CH2:30][CH2:31][N:26]([CH3:25])[CH2:27][CH2:28]3)[N:15]=[C:16]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[C:19]([F:24])[CH:18]=3)[C:3]=12

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 2311841-(2-Hydroxyethyl)-4-methylpiperazineHCID 86717364HCID 86717364, compound

Product 1

HCID 73776181HCID 73776181, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 4-chloro-3-(3,4-difluorophenyl)-5-phenyl-1H-pyrazolo[3,4-c]pyridazine (0.33 mmol), 2-(4-methylpiperazin-1-yl)ethanol (0.65 mmol), diethyl azodicarboxylate (114 mg, 0.65 mmol) and triphenyl phosphine (171 mg, 0.65 mmol) in 1,4-dioxane (2 mL) was heated using microwave irradiation to a temperature between 85 and 120° C. for a 30 to 90 min period. The reaction mixture was concentrated in vacuo and the residue was purified by preparative HPLC to provide Compound 10.

Workup

  1. temperaturewas heated
  2. custommicrowave irradiation to a temperature between 85 and 120° C. for a 30 to 90 min period
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-c4fcde1bea0d4ac094596f31beaca76a
Source dataset
uspto-grants-2014_07
Patent number
US08765762B2

Reaction notes

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