Potassium Carbonate → 5-ethynyl-N-(2-morpholinoethyl)pyridin-2-amine

HRID 502680Notes

Reaction equation

[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][NH:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]#[C:17][Si](C)(C)C)=[CH:12][N:11]=2)[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+]>CO.CCOC(C)=O>[C:16]([C:13]1[CH:14]=[CH:15][C:10]([NH:9][CH2:8][CH2:7][N:4]2[CH2:3][CH2:2][O:1][CH2:6][CH2:5]2)=[N:11][CH:12]=1)#[CH:17]

Participants

Conditions

Temperature: 0 °C

Procedure

N-(2-morpholinoethyl)-5-(2-(trimethylsilyl)ethynyl)pyridin-2-amine (2.0 g, 6.60 mmol) was dissolved in methanol (30 mL) before it was cooled to 0° C. and potassium carbonate (1.0 g, 7.26 mmol) added. The reaction mixture was stirred for 1 h at ambient temperature, then diluted with 50 mL EtOAc, washed with 20 mL saturated, aqueous NaHCO3, and dried over anhydrous Na2SO4 to give the title compound. MS (ES+): 232 (M+H)+.

Workup

washwashed with 20 mL saturated
dry with materialaqueous NaHCO3, and dried over anhydrous Na2SO4

Sources & evidence

ORD record: ord-cded979b0230450aa875940beb1dfc7c
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07776869B2

Reaction notes

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