HCID 178487960、化合物 → HCID 178487969、化合物

HRID 633804ノート

反応式

HRID 633804 の反応式
[C:1]([O:5][C:6](=[O:41])[NH:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][CH:15]2[CH:19]([C:20]3[C:29]4[C:24](=[CH:25][CH:26]=[C:27]([O:30][CH3:31])[N:28]=4)[N:23]=[CH:22][C:21]=3[O:32]CC3C=CC=CC=3)OC(=O)[O:16]2)[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>[Pd].CO.C(N(CC)CC)C>[C:1]([O:5][C:6](=[O:41])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:14][CH:15]([OH:16])[CH2:19][C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([O:30][CH3:31])[N:28]=3)[N:23]=[CH:22][C:21]=2[OH:32])[CH2:12][CH2:13]1)([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 1

HCID 178487960HCID 178487960、化合物

生成物 1

HCID 178487969HCID 178487969、化合物収率 68.3%

試薬・触媒・溶媒 3

HCID 8471Triethylamine触媒HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

10% Palladium on activated carbon (976 mg, 0.91 mmol, 0.3 eq) is added at room temperature to a stirred solution of {trans-4-[5-(3-benzyloxy-6-methoxy-[1,5]naphthyridin-4-yl)-2-oxo-[1,3]dioxolan-4-ylmethyl]-cyclohexyl}-carbamic acid tert-butyl ester (1.70 g, 3.02 mmol, 1.0 eq) in methanol (200 mL), followed by several drops of triethylamine. The resulting mixture is stirred under hydrogen flow (1 bar) at room temperature for 1 hour. The catalyst is then removed by filtration and the solution is concentrated to afford {trans-4-[2-hydroxy-3-(3-hydroxy-6-methoxy-[1,5]naphthyridin-4-yl)-propyl]-cyclohexyl}-carbamic acid tert-butyl ester as a white solid (890 mg, 68% yield).

後処理

  1. customThe catalyst is then removed by filtration
  2. concentrationthe solution is concentrated

出典と根拠

ORDレコード
ord-7b7c7c77ef0a4dddb1656f4a9c7d5065
出典データセット
uspto-grants-2016_04
特許番号
US09321788B2

反応ノート

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