Dimethylformamide → HCID 68552172、化合物

A mixture of 3-methyl-1H-pyrrolo[3,2-c]pyridine (1.91 g, 14.47 mmol) and KOtBu (3.25 g, 28.9 mmol) in DMF (65 mL) is purged with N2 and stirred at rt for 2 h. Chloramine in ether (0.15 M, 145 mL) is added and the mixture is stirred for 20 min. The reaction is cooled to 00 C. and a solution of Na2S2O3 (800 mg) in water (130 mL) is added. The mixture is stirred for 10 min at 00 C., and then concentrated in vacuo. The residue is triturated in DCM and filtered. DCM is added to the filtrate, cooled to 0° C. and treated with BOC2O (793 mg, 3.6 mmol). The mixture is concentrated in vacuo, and the residue is purified by silica gel chromatography eluting with 10% MeOH in DCM to afford 3-methyl-pyrrolo [3,2-c]pyridin-1-yl amine (842 mg, 35%). MS: 148 (M+H); 1H NMR (300 MHz, CDCl3): δ 8.85 (s, 1H), 8.36 (d, 1H), 7.32 (d, 1H), 6.95 (s, 1H) 4.77 (s, 2H), 2.37 (s, 3H).

1. customis purged with N2
2. additionChloramine in ether (0.15 M, 145 mL) is added
3. stirringthe mixture is stirred for 20 min
4. temperatureThe reaction is cooled to 00 C
5. additionand a solution of Na2S2O3 (800 mg) in water (130 mL) is added
6. stirringThe mixture is stirred for 10 min at 00 C
7. concentration, and then concentrated in vacuo
8. customThe residue is triturated in DCM
9. filtrationfiltered
10. additionDCM is added to the filtrate
11. temperaturecooled to 0° C.
12. concentrationThe mixture is concentrated in vacuo
13. customthe residue is purified by silica gel chromatography
14. washeluting with 10% MeOH in DCM

ORDレコード

ord-253ab7844c474615a780c6646ed1bf8f

出典データセット

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08258130B2