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Dichloromethane → HCID 136341362, 화합물

HRID 627728
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HRID 627728 반응식
[Cl:1][C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][C:8]([O:12]C)=[CH:7]2.B(Br)(Br)Br.ClCCl>ClCCCl>[Cl:1][C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][C:8]([OH:12])=[CH:7]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 25134Boron tribromideHCID 867157508-Chloro-3-methoxy-1,7-naphthyridine

생성물 1

HCID 136341362HCID 136341362, 화합물

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

To a 75 mL pressure vessel were charged with 8-chloro-3-methoxy-1,7-naphthyridine (0.8 g, 4.11 mmol) and DCE (10 ml). To this was added boron tribromide, 1.0M in dichloromethane (20.55 ml, 20.55 mmol) slowly. The brown heterogeneous mixture was stirred at RT and then was heated to 60° C. in oil bath and stirred for 3 h. It was cooled to 0° C. by ice bath and quenched with sat. Na2CO3 very slowly. Organic solvents were reduced, and 100 ml EtOH was added to the resulting residue. The white precipitate was filtered out. The filtrate was concentrated to yield 8-chloro-1,7-naphthyridin-3-ol as crude product which was used for next step directly. MS m/z: 181.2 [M+H].

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후처리

  1. temperaturewas heated to 60° C. in oil bath
  2. stirringstirred for 3 h
  3. temperatureIt was cooled to 0° C. by ice bath
  4. customquenched with sat. Na2CO3 very slowly
  5. addition100 ml EtOH was added to the resulting residue
  6. filtrationThe white precipitate was filtered out
  7. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-c4698a01461946cfadd9240109f6a457
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09309263B2

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