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2-Methanesulfonyl-4-methyl-8H-pyrido[2,3-d]pyrimidin-7-one → 4-Methyl-2-[4-(4-naphthalen-1-yl-piperazin-1-yl)-butoxy]-8H-pyrido[2,3-d]pyrimidin-7-one

HRID 1373628
ノート
印刷プレビュー

反応式

HRID 1373628 の反応式
CS([C:5]1[N:6]=[C:7]([CH3:16])[C:8]2[CH:14]=[CH:13][C:12](=[O:15])[NH:11][C:9]=2[N:10]=1)(=O)=O.[C:17]1([N:27]2[CH2:32][CH2:31][N:30]([CH2:33][CH2:34][CH2:35][CH2:36][OH:37])[CH2:29][CH2:28]2)[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1.CC(C)([O-])C.[Na+]>O1CCOCC1>[CH3:16][C:7]1[C:8]2[CH:14]=[CH:13][C:12](=[O:15])[NH:11][C:9]=2[N:10]=[C:5]([O:37][CH2:36][CH2:35][CH2:34][CH2:33][N:30]2[CH2:31][CH2:32][N:27]([C:17]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH:20]=[CH:19][CH:18]=3)[CH2:28][CH2:29]2)[N:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 210732772-Methanesulfonyl-4-methyl-8H-pyrido[2,3-d]pyrimidin-7-oneHCID 210733524-(4-Naphthalen-1-yl-piperazin-1-yl)-butan-1-olHCID 23676156Sodium t-butoxide

生成物 1

HCID 210734034-Methyl-2-[4-(4-naphthalen-1-yl-piperazin-1-yl)-butoxy]-8H-pyrido[2,3-d]pyrimidin-7-one収率 38%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane
溶媒

実験手順

2-Methanesulfonyl-4-methyl-8H-pyrido[2,3-d]pyrimidin-7-one (300 mg, 1.245 mmol, U.S. Pat. No. 6,498,163), 4-(4-naphthalen-1-yl-piperazin-1-yl)-butan-1-ol (392 mg, 1.379 mmol) and sodium t-butoxide (362 mg, 3.76 mmol) were combined in a vial. Dioxane (10 mL) was added and the solution was stirred for 1 h. The reaction mixture was concentrated and then partitioned between ethyl acetate and water. The organic layer was washed with water, dried over Na2SO4, filtered and concentrated. Purification by liquid chromatography (MPLC, gradient of 100% CH2Cl2 to 100% of 100:8:1 CH2Cl2:EtOH:NH4OH solution) gave the title compound as a solid (220 mg, 0.485 mmol, 38%). MS: APCI: M+1: 444.2 (Exact Mass: 443.23).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. custompartitioned between ethyl acetate and water
  3. washThe organic layer was washed with water
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customPurification by liquid chromatography (MPLC, gradient of 100% CH2Cl2 to 100% of 100:8:1 CH2Cl2:EtOH:NH4OH solution)

出典と根拠

ORDレコード
ord-60bef06f94414191a0abb0e9b3c28e37
出典データセット
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07160888B2

反応ノート

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