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

HRID 335128ノート

反応式

HRID 335128 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  1. filtrationfiltered
  2. washwashed with small amount of CH2Cl2

出典と根拠

ORDレコード
ord-2fb1d5029464444ab4690c63a33acf6b
出典データセット
uspto-grants-2014_11
特許番号
US08883828B2

反応ノート

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