HCID 46941716, 화합물 → Thieno[3,2-c]pyridine-2-carboxylic acid, 4,5,6,7-tetrahydro-3-methyl-, ethyl ester

HRID 468667노트

반응식

HRID 468667 반응식
[CH3:1][C:2]1[C:6]2[CH:7]=[N:8][CH:9]=[CH:10][C:5]=2[S:4][C:3]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12]>C(O)C.O=[Pt]=O>[CH3:1][C:2]1[C:6]2[CH2:7][NH:8][CH2:9][CH2:10][C:5]=2[S:4][C:3]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12]

참가 물질

4

반응물 1

HCID 46941716HCID 46941716, 화합물

생성물 1

HCID 58157568Thieno[3,2-c]pyridine-2-carboxylic acid, 4,5,6,7-tetrahydro-3-methyl-, ethyl ester수율 40%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 702Ethanol용매

실험 절차

A mixture of ethyl 3-methylthieno[3,2-c]pyridine-2-carboxylate (4 g, 0.018 mol) and PtO2 (0.5 g, 0.002 mol) in ethanol (100 mL) was stirred under an H2 atmosphere (3 atmospheres) for 72 hours at room temperature. The PtO2 was removed by filtration, the filtrate was concentrated under reduced pressure and the residue obtained was purified by silica gel chromatography (DCM/EtOH=10:1) to afford ethyl 3-methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylate (1.6 g, 40%). ES+ 226; 1H NMR (400 MHz, DMSO) δ 4.24 (q, J=7.1 Hz, 2H), 3.93 (s, 2H), 3.21 (t, J=5.9 Hz, 2H), 2.89 (t, J=5.7 Hz, 2H), 2.55 (s, 1H), 2.34 (s, 3H), 1.26 (t, J=6.0 Hz, 3H).

후처리

  1. customThe PtO2 was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customthe residue obtained
  4. customwas purified by silica gel chromatography (DCM/EtOH=10:1)

출처 및 근거

ORD 기록
ord-e2ee240d61d24c0a9609394ce36b6225
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08624040B2

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