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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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1-(3-Amino-3-methylbutyl)-4,4-diethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one → 1-{3-[2-(7-Benzyloxy-2-oxo-1,2-dihydroquinolin-5-yl)-2-hydroxyethylamino]-3-methylbutyl}-4,4-diethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one

HRID 2223118
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HRID 2223118 반응식
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][C:15](=[O:19])[NH:16]2)=[C:11]([CH:20]2[CH2:22][O:21]2)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:23][C:24]([CH3:43])([CH3:42])[CH2:25][CH2:26][N:27]1[C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=2[C:30]([CH2:39][CH3:40])([CH2:37][CH3:38])[O:29][C:28]1=[O:41]>C(O)(C)C.CCOC(C)=O>[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][C:15](=[O:19])[NH:16]2)=[C:11]([CH:20]([OH:21])[CH2:22][NH:23][C:24]([CH3:43])([CH3:42])[CH2:25][CH2:26][N:27]2[C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=3[C:30]([CH2:39][CH3:40])([CH2:37][CH3:38])[O:29][C:28]2=[O:41])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

5

반응물 2

HCID 210728171-(3-Amino-3-methylbutyl)-4,4-diethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-oneHCID 574693717-benzyloxy-5-oxiranyl-1H-quinolin-2-one

생성물 1

HCID 210728131-{3-[2-(7-Benzyloxy-2-oxo-1,2-dihydroquinolin-5-yl)-2-hydroxyethylamino]-3-methylbutyl}-4,4-diethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one

시약·촉매·용매 2

HCID 3776Isopropanol용매
HCID 8857
Ethyl Acetate
용매

실험 절차

A suspension of 7-benzyloxy-5-oxiranyl-1H-quinolin-2-one (112 mg, 0.382 mmol) and 1-(3-amino-3-methylbutyl)-4,4-diethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one (220 mg, 0.758 mmol) in isopropanol (1.0 mL) is heated in the microwave for 1 hour to 135° C. The mixture is diluted with EtOAc (10 mL) and washed with 0.5 M aqueous tartaric acid solution, whereupon half the product is precipitated. The phases are separated and the aqueous suspension is combined with MeOH until a clear solution is obtained again. The aqueous phase is extracted with dichloromethane and the combined organic phases are dried with sodium sulfate and evaporated down in vacuo. The residue is stirred with EtOAc and the precipitate is filtered off and dried in vacuo. Yield: 152 mg (68%); HPLC-MS: Rt=14.8 min. (method A).

후처리

  1. temperatureis heated in the microwave for 1 hour to 135° C
  2. washwashed with 0.5 M aqueous tartaric acid solution, whereupon half the product
  3. customis precipitated
  4. customThe phases are separated
  5. customis obtained again
  6. extractionThe aqueous phase is extracted with dichloromethane
  7. dry with materialthe combined organic phases are dried with sodium sulfate
  8. customevaporated down in vacuo
  9. filtrationthe precipitate is filtered off
  10. customdried in vacuo

출처 및 근거

ORD 기록
ord-e3ce036c051c49999bf87d0a7232e721
출처 데이터셋
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07375104B2

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