반응 #2469288

반응 방정식

3-methyl-pyrrolo[3,2-c]pyridin-1-yl amine

4-methyl-2-pyridin-2-yl-pyrimidine-5-carboxylic acid

HATU

DIPEA

NaHCO3

→

4-methyl-2-pyridin-2-yl-pyrimidine-5-carboxylic acid (3-methyl-pyrrolo[3,2-c]pyridin-1-yl)-amide

수율 17.4%

용매

DMF

water

반응 조건

후처리

1. 1
   농축The mixture is concentrated in vacuo
2. 2
   기타The residue is purified by silica gel chromatography
3. 3
   세척eluting with 10% meOH in DCM

실험 절차

A mixture of 3-methyl-pyrrolo[3,2-c]pyridin-1-yl amine (223 mg, 1.52 mmol), 4-methyl-2-pyridin-2-yl-pyrimidine-5-carboxylic acid (329 mg, 1.52 mmol), HATU (693 mg, 1.82 mmol) and DIPEA (593 mg, 4.59 mmol) in DMF (8 mL) is stirred at 150° C. for 1 h. The reaction is quenched with water and NaHCO3 (168 mg, 2 mmol). The mixture is concentrated in vacuo. The residue is purified by silica gel chromatography eluting with 10% meOH in DCM to afford 4-methyl-2-pyridin-2-yl-pyrimidine-5-carboxylic acid (3-methyl-pyrrolo[3,2-c]pyridin-1-yl)-amide (91 mg, 17%). MS: 345 (M+H); 1H NMR (300 MHz, DMSO-d6): δ=9.34 (s, 2H), 8.79 (d, 1H), 8.53 (d, 1H), 8.45 (d, 1H), 8.13 (d, 1H), 8.02 (t, 1H), 7.86 (s, 1H), 7.59 (t, 1H), 2.77 (s, 3H), 2.43 (s, 3H).

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