1-Propanol, 3-amino-2,2-dimethyl- → HCID 59205407、化合物

HRID 2242347

反応式

HRID 2242347 の反応式
Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1.[Cl:24][C:25]1[CH:26]=[C:27]2[C:31](=[CH:32][CH:33]=1)[N:30]([CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([CH3:41])[CH:36]=1)[C:29]([C:42](O)=[O:43])=[CH:28]2.[NH2:45][CH2:46][C:47]([CH3:51])([CH3:50])[CH2:48][OH:49]>C(Cl)Cl.O>[OH:49][CH2:48][C:47]([CH3:51])([CH3:50])[CH2:46][NH:45][C:42]([C:29]1[N:30]([CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([CH3:41])[CH:36]=2)[C:31]2[C:27]([CH:28]=1)=[CH:26][C:25]([Cl:24])=[CH:33][CH:32]=2)=[O:43]

参加物

7

反応物 4

HCID 1173261-Propanol, 3-amino-2,2-dimethyl-HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 685441795-chloro-1-(3-methylbenzyl)-1H-indole-2-carboxylic acid

生成物 1

HCID 59205407HCID 59205407、化合物収率 43%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCl) (0.14 g, 0.57 mmol) and 1-hydroxybenzotriazole hydrate (HOBT) (0.1 μg, 0.59 mmol) were added to a solution of 5-chloro-1-(3-methylbenzyl)-1H-indole-2-carboxylic acid (0.20 g, 0.67 mmol) in DCM (10 ml). After stirring for 10 min, 3-amino-2,2-dimethylpropan-1-ol (0.083 g, 0.80 mmol) was added. After stirring for 17.5 h, water (10 ml) was added, the layers separated, the organic phase washed with water (3×15 ml) and dried with magnesium sulfate. Purification was achieved by silica chromatography using DCM:methanol (3:1) as eluent. Crystallisation of the crude product afforded 5-chloro-1-(3-methylbenzyl)-1H-indole-2-carboxylic acid (3-hydroxy-2,2-dimethylpropyl)amide as a white solid (0.100 g, 43%).

後処理

  1. stirringAfter stirring for 17.5 h
  2. customthe layers separated
  3. washthe organic phase washed with water (3×15 ml)
  4. dry with materialdried with magnesium sulfate
  5. customPurification
  6. customCrystallisation of the crude product

出典と根拠

ORDレコード
ord-b4d84b7c741242ce8e8e0a1c472928d9
出典データセット
uspto-grants-2010_03
特許番号
US07671080B2

関連ノート

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