Water → HCID 10026499, compound

HRID 1163016Notes

Reaction equation

HRID 1163016 reaction equation
Cl[CH2:2][C:3]1[CH:27]=[CH:26][C:6]([O:7][CH2:8][C:9]#[C:10][C:11]2[C:12]([NH:19][CH:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)=[N:13][C:14]([C:17]#[N:18])=[N:15][CH:16]=2)=[CH:5][CH:4]=1.[CH3:28][N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1.O>C(Cl)Cl>[CH:20]1([NH:19][C:12]2[C:11]([C:10]#[C:9][CH2:8][O:7][C:6]3[CH:26]=[CH:27][C:3]([CH2:2][N:32]4[CH2:33][CH2:34][N:29]([CH3:28])[CH2:30][CH2:31]4)=[CH:4][CH:5]=3)=[CH:16][N:15]=[C:14]([C:17]#[N:18])[N:13]=2)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

5

Reactant 3

HCID 962WaterHCID 531671-MethylpiperazineHCID 57714144HCID 57714144, compound

Product 1

HCID 10026499HCID 10026499, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-[3-(4-Chloromethyl-phenoxy)-prop-1-ynyl]-4-cyclohexylamino-pyrimidine-2-carbonitrile (0.050 mmol) is dissolved in CH2Cl2 (2 ml) and 1-methyl-piperazine (0.10 mmol) is added at room temperature and the mixture is stirred at room temperature for overnight. Water is added and the organic layer is washed with brine, dried over magnesium sulfate and concentrated. The crude product is purified by silica gel column chromatography to give the product in 40% yield.

Workup

  1. washthe organic layer is washed with brine
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe crude product is purified by silica gel column chromatography
  5. customto give the product in 40% yield

Sources & evidence

ORD record
ord-d4da48aa57c7486d9f801fce740157cd
Source dataset
uspto-grants-2010_10
Patent number
US07820818B2

Reaction notes

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