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Diisopropylethylamine → HCID 66990601, 화합물

HRID 2407730
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HRID 2407730 반응식
[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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

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

생성물 1

HCID 66990601HCID 66990601, 화합물수율 25%

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 8857Ethyl Acetate용매HCID 31374Dimethylacetamide용매

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온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3eed46efe18144e69fa973c379b6256f
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809538B2

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