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Dichloromethane → N-((2S,3R)-4-((S)-2,2-dimethyl-6-neopentyl-1,2,3,4-tetrahydroquinolin-4-ylamino)-1-(3-fluorophenyl)-3-hydroxybutan-2-yl)acetamide

HRID 20041
ノート
印刷プレビュー

反応式

HRID 20041 の反応式
Cl.Cl.[NH2:3][C@@H:4]([CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[CH:28]=1)[C@H:5]([OH:25])[CH2:6][NH:7][C@@H:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH:16]=2)[NH:11][C:10]([CH3:24])([CH3:23])[CH2:9]1.C(N(C(C)C)C(C)C)C.C(Cl)Cl.N1([C:51](=[O:53])[CH3:52])C=CN=C1>>[CH3:23][C:10]1([CH3:24])[CH2:9][C@H:8]([NH:7][CH2:6][C@@H:5]([OH:25])[C@@H:4]([NH:3][C:51](=[O:53])[CH3:52])[CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[CH:28]=2)[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([CH2:18][C:19]([CH3:22])([CH3:20])[CH3:21])[CH:16]=2)[NH:11]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 4

HCID 6344DichloromethaneHCID 171741-(1H-Imidazol-1-yl)ethanoneHCID 81531DiisopropylethylamineHCID 67306065(2R,3S)-3-amino-1-((S)-2,2-dimethyl-6-neopentyl-1,2,3,4-tetrahydroquinolin-4-ylamino)-4-(3-fluorophenyl)butan-2-ol dihydrochloride

生成物 1

HCID 16747123N-((2S,3R)-4-((S)-2,2-dimethyl-6-neopentyl-1,2,3,4-tetrahydroquinolin-4-ylamino)-1-(3-fluorophenyl)-3-hydroxybutan-2-yl)acetamide

実験手順

To a solution of (2R,3S)-3-amino-1-((S)-2,2-dimethyl-6-neopentyl-1,2,3,4-tetrahydroquinolin-4-ylamino)-4-(3-fluorophenyl)butan-2-ol dihydrochloride (0.104 g, 0.379 mmol) and N-ethyl-N-isopropylpropan-2-amine (0.396 ml, 2.27 mmol) in DCM (1.52 ml, 0.379 mmol) was added 1-(1H-imidazol-1-yl)ethanone (0.0396 g, 0.360 mmol) in one portion. The resulting solution was stirred over the weekend. The crude mixture was concentrated and purified with the HPLC. Due to insufficient purity, the title compound was free based and purified with the ISCO MPLC. MS m/z: 470 (M+1).

後処理

  1. concentrationThe crude mixture was concentrated
  2. custompurified with the HPLC
  3. custompurified with the ISCO MPLC

出典と根拠

ORDレコード
ord-b3629b00e5924edc8f209a3a4057491f
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07745484B2

反応ノート

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