Diphenyl Ether → 3-Bromo-2,6-dimethylthieno[2,3-b]pyridin-4-amine

反応式

[NH2:1][C:2]1[C:7](C(O)=O)=[C:6]([CH3:11])[N:5]=[C:4]2[S:12][C:13]([CH3:16])=[C:14]([Br:15])[C:3]=12.C1(OC2C=CC=CC=2)C=CC=CC=1>>[Br:15][C:14]1[C:3]2[C:2]([NH2:1])=[CH:7][C:6]([CH3:11])=[N:5][C:4]=2[S:12][C:13]=1[CH3:16]

参加物

反応物 2

HCID 7583Diphenyl Ether

HCID 683240454-Amino-3-bromo-2,6-dimethylthieno[2,3-b]pyridine-5-carboxylic acid

生成物 1

HCID 683238623-Bromo-2,6-dimethylthieno[2,3-b]pyridin-4-amine収率 109.4%

反応条件

温度: 200 °C

実験手順

To 4-amino-3-bromo-2,6-dimethylthieno[2,3-b]pyridine-5-carboxylic acid (1.95 g, 6.47 mmol) (Description 7) was added diphenyl ether (15 mL, 94 mmol) and the mixture heated at 200° C. for 4 h. This crude mixture was cooled and combined with material (1 g) from a similar reaction. Purification by chromatography on silica gel, eluting with a gradient of 0-50% ethyl acetate in cyclohexane afforded the title compound (1.82 g). LCMS (A) m/z: 257/259 [M+1]+, Rt 0.67 min (acidic).

後処理

customPurification by chromatography on silica gel
washeluting with a gradient of 0-50% ethyl acetate in cyclohexane

出典と根拠

ORDレコード: ord-e87d9b752a294b5e971f5d6f252f6952
出典データセット: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09029545B2

反応ノート

読み込み中…

参加物