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4,6-dichloro-2,3-dimethyl-3H-imidazo[4,5-c]pyridine → (R)-4-((R)-1-(6-chloro-2,3-dimethyl-3H-imidazo[4,5-c]pyridin-4-yloxy)ethyl)-1-((R)-1-(4-methoxyphenyl)ethyl)pyrrolidin-2-one

HRID 2209017
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HRID 2209017 반응식
C(O[K])(C)(C)C.[OH:7][C@@H:8]([C@H:10]1[CH2:14][N:13]([C@@H:15]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)[CH3:16])[C:12](=[O:25])[CH2:11]1)[CH3:9].Cl[C:27]1[C:32]2[N:33]([CH3:37])[C:34]([CH3:36])=[N:35][C:31]=2[CH:30]=[C:29]([Cl:38])[N:28]=1>C1COCC1>[Cl:38][C:29]1[N:28]=[C:27]([O:7][C@@H:8]([C@H:10]2[CH2:14][N:13]([C@@H:15]([C:17]3[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=3)[CH3:16])[C:12](=[O:25])[CH2:11]2)[CH3:9])[C:32]2[N:33]([CH3:37])[C:34]([CH3:36])=[N:35][C:31]=2[CH:30]=1
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참가 물질

5

반응물 3

HCID 1178431884,6-dichloro-2,3-dimethyl-3H-imidazo[4,5-c]pyridineHCID 117843967(R)-4-((R)-1-hydroxyethyl)-1-((R)-1-(4-methoxyphenyl)ethyl)pyrrolidin-2-oneHCID 178418922HCID 178418922, 화합물

생성물 1

HCID 117843040(R)-4-((R)-1-(6-chloro-2,3-dimethyl-3H-imidazo[4,5-c]pyridin-4-yloxy)ethyl)-1-((R)-1-(4-methoxyphenyl)ethyl)pyrrolidin-2-one

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매
3회

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온도
60 °C

실험 절차

A solution of tBuOK in THF (1.0 M, 0.92 mL, 0.92 mmol) was added to a solution of (R)-4-((R)-1-hydroxyethyl)-1-((R)-1-(4-methoxyphenyl)ethyl)pyrrolidin-2-one 1.04 (128 mg, 0.486 mmol) in THF (3 mL) at room temperature. After eighteen minutes, a suspension of 4,6-dichloro-2,3-dimethyl-3H-imidazo[4,5-c]pyridine 2.47 (0.1 g, 0.463 mmol) in THF (3 mL) was added and mixture stirred at 60° C. for fifteen minutes. LC/MS indicated full conversion to desired product. Reaction mixture was quenched with water, and extracted with ethyl acetate. Organic phase was dried over MgSO4 and evaporated under reduced pressure to obtain (R)-4-((R)-1-(6-chloro-2,3-dimethyl-3H-imidazo[4,5-c]pyridin-4-yloxy)ethyl)-1-((R)-1-(4-methoxyphenyl)ethyl)pyrrolidin-2-one 2.48 that was used without further purification.

후처리

  1. waitAfter eighteen minutes
  2. additionwas added

출처 및 근거

ORD 기록
ord-0329f45d9dd84b0db8ef965d14de1d73
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09376441B2

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