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

HRID 468667ノート

反応式

HRID 468667 の反応式
[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]

参加物

4

反応物 1

HCID 46941716HCID 46941716、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 702Ethanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-e2ee240d61d24c0a9609394ce36b6225
出典データセット
uspto-grants-2014_01
特許番号
US08624040B2

反応ノート

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