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

HRID 1990082노트

반응식

HRID 1990082 반응식
[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]

참가 물질

3

반응물 1

HCID 86612409HCID 86612409, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-814546e827404e1aa7e3e55eee3dda51
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07642361B2

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