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ChemicalBook CAS DataBase List 4-Cyclopropylpyridin-3-amine
1365763-16-1

4-Cyclopropylpyridin-3-amine synthesis

3synthesis methods
-

Yield:1365763-16-1 100%

Reaction Conditions:

with ammonium chloride;zinc in tetrahydrofuran at 0 - 20;

Steps:

73 Preparation of Intermediate 4-cyclopropylpyridin-3-amine (I-73b)

Preparation of Intermediate 4-cyclopropylpyridin-3-amine (I-73b)
Zinc powder (223.2 mg, 3.41 mmol) and ammonium chloride solution (365 mg, 6.8 mmol) were added to a stirred solution of 4-cyclopropyl-3-nitropyridine (70 mg, 0.426 mmol) in dry THF (2 mL) at 0° C. and the resulting mixture was stirred at room temperature for 1 hour.
The reaction was monitored by TLC (10% methanol in CHCl3).
The organic layer was concentrated and washed with pentane to afford 450 mg of the product (100% yield).
1H NMR (CDCl3, 300 MHz): δ 8.10 (s, 1H), 7.95 (d, 1H), 6.90 (d, 1H), 4.1 (bs, 2H), 1.75-1.60 (m, 1H), 1.10-0.95 (q, 2H), 0.70-0.60 (q, 2H). LCMS: 84.5%, m/z=135.1 (M+1)

References:

US2014/45872,2014,A1 Location in patent:Paragraph 1071