تفاعل #2469278

معادلة التفاعل

Sodium hydride

3-methyl-1H-pyrrolo[2,3-c]pyridine

Hydroxylamine-O-sulfonic acid

→

3-methyl-pyrrolo[2,3-c]pyridin-1-ylamine

المردود 61.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture is quenched at 0° C. with water
2. 2
   تركيزconcentrated in vacuo
3. 3
   أخرىto remove DMF
4. 4
   أخرىThe residue is triturated in DCM
5. 5
   ترشيحThe solid is filtered off
6. 6
   تركيزthe filtrate is concentrated in vacuo
7. 7
   أخرىThe residue is purified by silica gel chromatography
8. 8
   غسيلeluting with 10% MeOH in DCM

الإجراء التجريبي

60% Sodium hydride (6.69 g, 167 mmol) is added to a stirred solution of 3-methyl-1H-pyrrolo[2,3-c]pyridine (1.47 g, 11.2 mmol) in DMF (33 mL) portion wise at 0° C. for 1 h. Hydroxylamine-O-sulfonic acid (6.3 g, 55.8 mmol) is added in portions at 0° C. and stirred for 2 h at 0° C. The reaction mixture is quenched at 0° C. with water, concentrated in vacuo to remove DMF. The residue is triturated in DCM. The solid is filtered off and the filtrate is concentrated in vacuo. The residue is purified by silica gel chromatography eluting with 10% MeOH in DCM to afford 3-methyl-pyrrolo[2,3-c]pyridin-1-ylamine (1 g, 61%). MS: 148 (M+H); 1H NMR (300 MHz, CDCl3): δ 8.85 (s, 1H), 8.27 (d, 1H), 7.46 (d, 1H), 7.09 (s, 1H), 2.30 (s, 3H).

المصدر