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Diisopropylethylamine → HCID 66990601、化合物

HRID 2407730
ノート
印刷プレビュー

反応式

HRID 2407730 の反応式
[C:1]([O:5][C:6]([NH:8][C:9]1[S:13][C:12]([C:14]([OH:16])=[O:15])=[C:11]([CH3:17])[C:10]=1[C:18]#[N:19])=[O:7])([CH3:4])([CH3:3])[CH3:2].[N:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]1[S:27][C:28]([CH2:31][N:32]2[CH2:37][CH2:36][CH:35]([CH2:38]O)[CH2:34][CH2:33]2)=[CH:29][N:30]=1.Cl.CN(C)CCCN=C=NCC.C(N(CC)C(C)C)(C)C.C(=O)(O)[O-].[Na+]>CN(C)C1C=CN=CC=1.CN(C)C(=O)C.C(OCC)(=O)C>[C:1]([O:5][C:6]([NH:8][C:9]1[S:13][C:12]([C:14]([O:16][CH2:38][CH:35]2[CH2:36][CH2:37][N:32]([CH2:31][C:28]3[S:27][C:26]([C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][N:20]=4)=[N:30][CH:29]=3)[CH2:33][CH2:34]2)=[O:15])=[C:11]([CH3:17])[C:10]=1[C:18]#[N:19])=[O:7])([CH3:4])([CH3:2])[CH3:3]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

9

反応物 5

HCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 58504208HCID 58504208、化合物HCID 66990613HCID 66990613、化合物

生成物 1

HCID 66990601HCID 66990601、化合物収率 25%

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 8857Ethyl Acetate溶媒HCID 31374Dimethylacetamide溶媒

反応条件

温度
60 °C

実験手順

The compound prepared in Example 222 (0.100 g), the compound prepared in Example 220 (0.123 g), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.102 g), N,N-diisopropylethylamine (0.185 mL) and 4-dimethylaminopyridine (0.011 g) were suspended in N,N-dimethylacetamide (10 mL) and heated at 60° C. overnight. The reaction mixture was cooled to room temperature and suspended between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organics were washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford the crude material, which was purified by flash column chromatography (eluant: 25 to 50% ethyl acetate/hexane/1% (9:1 methanol/concentrated ammonium hydroxide) to furnish the title compound (0.049 g) with the following physical properties.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washThe organics were washed with brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customto afford the crude material, which
  7. customwas purified by flash column chromatography (eluant

出典と根拠

ORDレコード
ord-3eed46efe18144e69fa973c379b6256f
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08809538B2

反応ノート

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