Dimethylformamide → N-(5-bromo-3-(phenylthio)pyridin-2-yl)thiazolo[5,4-b]pyridin-2-amine hydrochloride

HRID 335128노트

반응식

HRID 335128 반응식
[Br:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]([NH2:8])=[N:6][CH:7]=1.[Cl:16][C:17]1[C:22]([N:23]=[C:24]=[S:25])=[CH:21][CH:20]=[CH:19][N:18]=1.CN(C=O)C>C(Cl)Cl>[ClH:16].[Br:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]([NH:8][C:24]2[S:25][C:17]3[C:22]([N:23]=2)=[CH:21][CH:20]=[CH:19][N:18]=3)=[N:6][CH:7]=1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 128680882-Chloro-3-isothiocyanatopyridineHCID 459260645-Bromo-3-(phenylthio)pyridin-2-amine

생성물 1

HCID 86678229N-(5-bromo-3-(phenylthio)pyridin-2-yl)thiazolo[5,4-b]pyridin-2-amine hydrochloride수율 61%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

mL 5-Bromo-3-(phenylthio)pyridin-2-amine (1.0 g, 3.6 mmol), 2-chloro-3-isothiocyanatopyridine (0.61 g, 3.6 mmol), DMF (2 mL) were heated to 90° C. for 8 hours. Cooled to ambient temperature and the solids were diluted with mL CH2Cl2 (2 mL) and filtered and washed with small amount of CH2Cl2 to afford the title compound (0.98 g, 61% yield). 1H NMR (d6-DMSO) δ 8.50 (d, 1H), 8.39 (dd, 1H), 7.98 (s, 1H), 7.92 (dd, 1 h), 7.38-7.25 (m, 6H). Mass spectrum (apci) m/z=414.8 (M+H).

후처리

  1. filtrationfiltered
  2. washwashed with small amount of CH2Cl2

출처 및 근거

ORD 기록
ord-2fb1d5029464444ab4690c63a33acf6b
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883828B2

반응 노트

불러오는 중…