Triethylamine → HCID 67413214、化合物

HRID 909203ノート

反応式

HRID 909203 の反応式
[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

参加物

8

反応物 5

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

生成物 1

HCID 67413214HCID 67413214、化合物収率 89%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 63651,1-Dichloroethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-d222ee3928f248a7b4e52161dabde674
出典データセット
uspto-grants-2011_09
特許番号
US08017641B2

反応ノート

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