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Diisopropylethylamine → HCID 58504086, 화합물

HRID 2407781
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인쇄 미리보기

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HRID 2407781 반응식
Cl.Cl.[NH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[O:19])[CH2:11][CH2:12][CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.[N:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]1[S:27][C:28]([CH:31]=O)=[CH:29][N:30]=1.C(N(C(C)C)CC)(C)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl.CN(C)C=O.C(OCC)(=O)C>[NH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[O:19])[CH2:11][CH2:12][CH:13]1[CH2:14][CH2:15][N:16]([CH2:31][C:28]2[S:27][C:26]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][N:20]=3)=[N:30][CH:29]=2)[CH2:17][CH2:18]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 81531DiisopropylethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 534037722-(Pyridin-2-yl)-1,3-thiazole-5-carbaldehydeHCID 66989940HCID 66989940, 화합물

생성물 1

HCID 58504086HCID 58504086, 화합물수율 51.6%

시약·촉매·용매 3

HCID 11
1,2-Dichloroethane
용매
HCID 6228Dimethylformamide용매
HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of the compound prepared in Example 308 (323 mg) and the compound prepared in Example 139 (267 mg) in 1,2-dichloroethane (10 mL) and N,N-dimethylformamide (4 mL) was added diisopropylethylamine (0.89 mL) and sodium triacetoxyborohydride (813 mg). The reaction mixture was stirred at room temperature for 18 hours. The mixture was diluted with ethyl acetate, washed with saturated aqueous sodium bicarbonate and brine. The organics were dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford the crude material, which was purified by flash column chromatography (eluant: 50-75% ethyl acetate/hexane) to furnish the title compound (222 mg) with the following physical properties.

후처리

  1. washwashed with saturated aqueous sodium bicarbonate and brine
  2. dry with materialThe organics were dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customto afford the crude material, which
  6. customwas purified by flash column chromatography (eluant: 50-75% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-141ad9dea7734435978b38ee1e905fa0
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809538B2

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