Triethylamine → HCID 59191572, compound

HRID 1479966Notes

Reaction equation

HRID 1479966 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([CH2:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[N:5]=[N:4][C:3]=1[N:16]1[CH2:21][CH2:20][NH:19][C@H:18]([CH3:22])[CH2:17]1.[CH3:23][O:24][C:25]([C:27]1[CH:32]=[N:31][C:30](Cl)=[CH:29][N:28]=1)=[O:26].C(N(CC)CC)C>CN1C(=O)CCC1>[CH3:23][O:24][C:25]([C:27]1[N:28]=[CH:29][C:30]([N:19]2[CH2:20][CH2:21][N:16]([C:3]3[N:4]=[N:5][C:6]([CH2:9][C:10]4[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=4)=[C:7]([CH3:8])[C:2]=3[CH3:1])[CH2:17][C@H:18]2[CH3:22])=[N:31][CH:32]=1)=[O:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 406081Methyl 5-chloropyrazine-2-carboxylateHCID 59191655HCID 59191655, compound

Product 1

HCID 59191572HCID 59191572, compoundYield 6%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

4,5-Dimethyl-3-((R)-3-methyl-piperazin-1-yl)-6-pyridin-3-ylmethyl-pyridazine (350 mg, 1.18 mmol) and 5-chloro-pyrazine-2-carboxylic acid methyl ester (243.7 mg, 1.41 mmol) are added to a microwave vial followed by NMP (7 mL) and triethylamine (0.49 mL, 3.54 mmol). The vial is sealed and irradiated in the microwave at 145° C. for 30 min. The crude material is directly purified via flash chromatography on silica gel (0-20% methanol in CH2Cl2) to afford the title compound (30 mg, 6%).

Workup

  1. customThe vial is sealed
  2. customirradiated in the microwave at 145° C. for 30 min
  3. customThe crude material is directly purified via flash chromatography on silica gel (0-20% methanol in CH2Cl2)

Sources & evidence

ORD record
ord-d40387b6543e4a5fad0e2e417405ef04
Source dataset
uspto-grants-2016_08
Patent number
US09409871B2

Reaction notes

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