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4-Chloro-2-methoxypyridine-3-carbaldehyde → HCID 66687188, 화합물

HRID 920500
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HRID 920500 반응식
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[NH2:11])[C:7](=[O:12])[NH:6][C:5]2=[O:13].[Cl:14][C:15]1[C:20]([CH:21]=O)=[C:19]([O:23][CH3:24])[N:18]=[CH:17][CH:16]=1>CO.CC(O)=O.O>[Cl:14][C:15]1[CH:16]=[CH:17][N:18]=[C:19]([O:23][CH3:24])[C:20]=1[C:21]1[NH:11][C:10]2=[CH:9][C:8]3[C:7](=[O:12])[NH:6][C:5](=[O:13])[C:4]=3[CH:3]=[C:2]2[N:1]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 534079284-Chloro-2-methoxypyridine-3-carbaldehydeHCID 58188525HCID 58188525, 화합물

생성물 1

HCID 66687188HCID 66687188, 화합물수율 87.5%

시약·촉매·용매 2

HCID 962Water용매HCID 10129899Acetic acid methanol용매

실험 절차

5,6-Diaminoisoindoline-1,3-dione (2.88 g, 16.26 mmol) and 4-chloro-2-methoxynicotinaldehyde (2.79 g, 16.26 mmol) were suspended in MeOH/HOAc (200 mL, 3/1 v/v) at rt under air. The reaction mixture was stirred under air overnight and diluted with 200 mL of water. The solid was filtered, washed with acetone and recrystallized from hot EtOAc to give a pale-yellow solid product, 4.67 g, 87.5% yield. MS: 329.0 [M+H]+. 1H NMR (DMSO-d6, 500 MHz): δ 13.23 (s, 1H), 8.36 (d, 1H, J=5.5 Hz), 8.02 (S, 2H), 7.39 (d, 1H, J=6.0 Hz), 3.89 (s, 3H).

후처리

  1. filtrationThe solid was filtered
  2. washwashed with acetone
  3. customrecrystallized from hot EtOAc
  4. customto give a pale-yellow solid product, 4.67 g, 87.5% yield

출처 및 근거

ORD 기록
ord-c8f3418abd224122bb4f13aed5dfa564
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273055B2

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