Triethylamine → HCID 67413214, 화합물

HRID 1897485노트

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HRID 1897485 반응식
[F:1][C:2]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[C:14](O)=[O:15])[N:10]([CH2:17][CH:18]([CH3:20])[CH3:19])[N:9]=[CH:8]2.C1C=CC2N(O)N=[N:32]C=2C=1.CCN=C=NCCCN(C)C.Cl.[CH3:48][O:49][C:50]1[CH:74]=[CH:73][C:53]([CH2:54][N:55]([CH:70]([CH3:72])[CH3:71])[CH2:56][CH2:57][C@H:58]([C:63]([O:65][C:66](C)(C)C)=[O:64])C(OC)=O)=[CH:52][CH:51]=1.C(N(CC)CC)C>ClC(Cl)C.ClCCl>[CH3:48][O:49][C:50]1[CH:51]=[CH:52][C:53]([CH2:54][N:55]([CH:70]([CH3:71])[CH3:72])[CH2:56][CH2:57][C@H:58]([NH:32][C:14]([C:13]2[CH:12]=[C:11]3[C:7]([CH:8]=[N:9][N:10]3[CH2:17][CH:18]([CH3:20])[CH3:19])=[CH:6][C:5]=2[O:4][C:3]2[CH:21]=[CH:22][C:23]([F:25])=[CH:24][C:2]=2[F:1])=[O:15])[C:63]([O:65][CH3:66])=[O:64])=[CH:73][CH:74]=1

참가 물질

8

반응물 5

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 574187635-(2,4-Difluorophenoxy)-1-isobutyl-1H-indazole-6-carboxylic acidHCID 67413405HCID 67413405, 화합물

생성물 1

HCID 67413214HCID 67413214, 화합물수율 89%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 63651,1-Dichloroethane용매

실험 절차

5-(2,4-Difluorophenoxy)-1-isobutyl-1H-indazole-6-carboxylic acid (17d; prepared according to Example 110) (0.022 g, 0.064 mmol) was stirred with HOBt (0.011 g, 0.070 mmol) and EDCI (0.014 g, 0.070 mmol) in dichloroethane (1 mL) for 10 minutes at room temperature. To this mixture was then added a suspension of (S)-methyl 4-((4-methoxybenzyl)(isopropyl)amino)-2-(tert-butoxycarbonyl)butanoate hydrochloride (0.025 g, 0.067 mmol) and triethylamine (0.054 mL, 0.384 mmol) in dichloromethane (2 mL). The mixture was stirred at room temperature for 16 hours. The solution was filtered through Celite and concentrated under reduced pressure. The crude oil was chromatographed eluting with 2% MeOH in dichloromethane with 1% triethylamine to provide 0.035 g of viscous pale yellow oil (89% yield).

후처리

  1. additionTo this mixture was then added
  2. filtrationThe solution was filtered through Celite
  3. concentrationconcentrated under reduced pressure
  4. customThe crude oil was chromatographed
  5. washeluting with 2% MeOH in dichloromethane with 1% triethylamine

출처 및 근거

ORD 기록
ord-ca32863e00374364bcb0445515a67393
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518983B2

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