HCID 86612409、化合物 → 5-Amino-3-(4-tert-butyl-phenyl)-4-cyano-thiophene-2-carboxylic acid methyl ester

HRID 1990082ノート

反応式

HRID 1990082 の反応式
[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([N:22]=[N+]=[N-])=[C:8]([C:20]#[N:21])[C:9]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1C(C)(C)C)=[O:4]>C1COCC1>[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([NH2:22])=[C:8]([C:20]#[N:21])[C:9]=1[C:10]1[CH:11]=[CH:12][C:13]([C:8]([CH3:20])([CH3:9])[CH3:7])=[CH:14][CH:15]=1)=[O:4]

参加物

3

反応物 1

HCID 86612409HCID 86612409、化合物

生成物 1

HCID 685220375-Amino-3-(4-tert-butyl-phenyl)-4-cyano-thiophene-2-carboxylic acid methyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Combine 5-azido-3-(tert-butyl-phenyl)-4-cyano-thiophene-2-carboxylic acid methyl ester (0.309 mmol) and THF at room temperature and add a fresh THF solution of 0.1M SmI (0.93 mmol). Stir the reaction for 15 minutes and quench with 2M sodium carbonate solution until pH was greater than 9.0. Dilute the reaction with ethyl acetate and wash successively with 2M sodium carbonate, water, and brine. Separate the organics, dry over sodium sulfate, filter, and concentrate to give the title compound as a dark solid: 1H NMR (400 MHz, CDCl3) δ 7.46-7.36 (m, 4H), 5.23 (s, 2H), 3.71 (s, 3H), 1.36 (s, 9H), MS found (M+1) 315.1.

後処理

  1. customthe reaction for 15 minutes
  2. customquench with 2M sodium carbonate solution until pH was greater than 9.0
  3. additionDilute
  4. customthe reaction with ethyl acetate
  5. washwash successively with 2M sodium carbonate, water, and brine
  6. customSeparate the organics,
  7. dry with materialdry over sodium sulfate
  8. filtrationfilter
  9. concentrationconcentrate

出典と根拠

ORDレコード
ord-814546e827404e1aa7e3e55eee3dda51
出典データセット
uspto-grants-2010_01
特許番号
US07642361B2

反応ノート

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