Triethylamine → HCID 59191464, compound

HRID 1479963Notes

Reaction equation

HRID 1479963 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[O:9])=[C:4]([CH3:16])[C:3]=1[CH3:17].[CH3:18][C@@H:19]1[CH2:24][NH:23][CH2:22][CH2:21][NH:20]1.C(N(CC)CC)C>CN1C(=O)CCC1>[CH3:16][C:4]1[C:3]([CH3:17])=[C:2]([N:23]2[CH2:22][CH2:21][NH:20][C@H:19]([CH3:18])[CH2:24]2)[N:7]=[N:6][C:5]=1[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)=[O:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 73304342-Methylpiperazine, (R)-HCID 59191511HCID 59191511, compound

Product 1

HCID 59191464HCID 59191464, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

(6-Chloro-4,5-dimethyl-pyridazin-3-yl)-pyridin-2-yl-methanone (550 mg, 2.22 mmol), (R)-2-methyl-piperazine (320 mg, 3.20 mmol) are added into a microwave vial followed by NMP (6 mL) and triethylamine (0.92 mL, 6.66 mmol). The vial is sealed and irradiated in the microwave at 180° C. for 1 h. The crude material is directly purified via flash chromatography on silica gel (20-70% methanol in CH2Cl2) to afford the title compound (671 mg, 97%).

Workup

  1. customThe vial is sealed
  2. customirradiated in the microwave at 180° C. for 1 h
  3. customThe crude material is directly purified via flash chromatography on silica gel (20-70% methanol in CH2Cl2)

Sources & evidence

ORD record
ord-a559a16704f841c588bdcca7173a8f6a
Source dataset
uspto-grants-2016_08
Patent number
US09409871B2

Reaction notes

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