2-Methoxyethylamine → HCID 68814573, compound

HRID 2105201Notes

Reaction equation

HRID 2105201 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:12][CH2:11][CH2:10][CH:9]2[C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[CH:14]=2)[N:5]=[C:4]([NH:24][C:25]2[CH:29]=[C:28]([CH3:30])[NH:27][N:26]=2)[CH:3]=1.[CH3:31][O:32][CH2:33][CH2:34][NH2:35]>O1CCOCC1>[CH3:31][O:32][CH2:33][CH2:34][NH:35][C:2]1[N:7]=[C:6]([N:8]2[CH2:12][CH2:11][CH2:10][CH:9]2[C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[CH:14]=2)[N:5]=[C:4]([NH:24][C:25]2[CH:29]=[C:28]([CH3:30])[NH:27][N:26]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 11281654HCID 11281654, compound

Product 1

HCID 68814573HCID 68814573, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 6-chloro-2-{2-[3-(pyrid-2-yl)isoxazol-5-yl]pyrrolidin-1-yl}-4-(5-methyl-1H-pyrazol-3-ylamino)pyrimidine (Example 17) (250 mg, 0.59 mmol) and 2-methoxyethylamine (443 mg, 5.9 mmol) in anhydrous 1,4-dioxane (5 ml) was heated at 150° C. for 40 minutes in a sealed vessel under microwave irradiation. The reaction was worked up as described in Example 54 to give the title compound (108 mg, 40%) as a cream solid.

Sources & evidence

ORD record
ord-1ddaf9b2c49b41eca5ada3203173c12a
Source dataset
uspto-grants-2009_08
Patent number
US07579349B2

Reaction notes

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