Diisopropylethylamine → HCID 59242665, compound

HRID 1485857Notes

Reaction equation

HRID 1485857 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([C:8]([F:11])([F:10])[F:9])=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH:3]=1.[C:19]([N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20].C(N(C(C)C)CC)(C)C>C(#N)C.ClCCl>[C:22]([O:21][C:19]([N:26]1[CH2:31][CH2:30][N:29]([C:2]2[N:7]=[N:6][C:5]([C:8]([F:11])([F:10])[F:9])=[C:4]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:3]=2)[CH2:28][CH2:27]1)=[O:20])([CH3:25])([CH3:23])[CH3:24]

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 59242656HCID 59242656, compound

Product 1

HCID 59242665HCID 59242665, compoundYield 101.7%

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
80 °C

Procedure

To a stirred solution of 6-chloro-4-(4-fluorophenyl)-3-trifluoromethyl-pyridazine (D7) (0.81 g, 2.93 mmol) and N-Boc-piperazine (0.818 g, 4.39 mmol) in acetonitrile (10 ml) was added diisopropylethylamine (1 ml, 5.9 mmol) and the mixture was stirred at 80° C. for 30 min., under microwave irradiation. After this period, the reaction mixture was diluted with dichloromethane and extracted with water. The organic layer was separated, dried (MgSO4) and the solvents evaporated in vacuo to yield D8 (1.27 g, 62%). C20H22F4N4O2 requires 426; Found 427 (MH+).

Workup

  1. waitAfter this period
  2. extractionextracted with water
  3. customThe organic layer was separated
  4. dry with materialdried (MgSO4)
  5. customthe solvents evaporated in vacuo

Sources & evidence

ORD record
ord-d4b5f1b2582f46dfa984ca2cb5ba7539
Source dataset
uspto-grants-2016_08
Patent number
US09422296B2

Reaction notes

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