Azidomethyl 2,2-dimethylpropanoate → [4-(4-(Aminocarbonyl)-5-{[6-(morpholin-4-ylmethyl)pyridin-2-yl]amino}-2-thienyl)-1H-1,2,3-triazol-1-yl]methyl pivalate

HRID 386142노트

반응식

HRID 386142 반응식
[C:1]([C:3]1[S:7][C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[N:10]=2)=[C:5]([C:22]([NH2:24])=[O:23])[CH:4]=1)#[CH:2].[C:25]([O:31][CH2:32][N:33]=[N+:34]=[N-:35])(=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27].O=C1O[C@H]([C@H](CO)O)C([O-])=C1O.[Na+]>CN(C=O)C.O>[C:25]([O:31][CH2:32][N:33]1[CH:2]=[C:1]([C:3]2[S:7][C:6]([NH:8][C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:16]4[CH2:17][CH2:18][O:19][CH2:20][CH2:21]4)[N:10]=3)=[C:5]([C:22]([NH2:24])=[O:23])[CH:4]=2)[N:35]=[N:34]1)(=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27]

참가 물질

6

반응물 3

HCID 11521126Azidomethyl 2,2-dimethylpropanoateHCID 23667548Sodium AscorbateHCID 595262705-Ethynyl-2-{[6-(morpholin-4-ylmethyl)pyridin-2-yl]amino}thiophene-3-carboxamide

생성물 1

HCID 59525795[4-(4-(Aminocarbonyl)-5-{[6-(morpholin-4-ylmethyl)pyridin-2-yl]amino}-2-thienyl)-1H-1,2,3-triazol-1-yl]methyl pivalate

시약·촉매·용매 2

HCID 962Water용매2회HCID 6228Dimethylformamide용매

실험 절차

5-Ethynyl-2-{[6-(morpholin-4-ylmethyl)pyridin-2-yl]amino}thiophene-3-carboxamide (86 mg, 0.25 mmol) and azidomethyl pivalate (59 mg, 0.38 mmol) were combined in DMF (1.0 mL). CuSO4.5H2O (6.3 mg, 0.025 mmol) in water (0.2 mL) and sodium ascorbate (20 mg, 0.10 mmol) in water (0.2 mL) were added, and the reaction mixture was stirred at room temperature overnight. The reaction was concentrated to dryness, combined with MeOH and silica gel, and evaporated. Flash chromatography (dry load, 0-10% MeOH/EtOAc) afforded the title compound as a yellow solid.

후처리

  1. concentrationThe reaction was concentrated to dryness
  2. customevaporated
  3. dry with materialFlash chromatography (dry load, 0-10% MeOH/EtOAc)

출처 및 근거

ORD 기록
ord-028dfb019ee4490d9fcb863bbe8ba9f0
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367706B2

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