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N-bromobutanimide → 5-Bromomethyl-4-chloro-3-cyano-pyrrolo[1,2-b]pyridazine-6-carboxylic Acid Ethyl Ester

HRID 2183479
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HRID 2183479 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:18])=[C:8]2[C:13]([Cl:14])=[C:12]([C:15]#[N:16])[CH:11]=[N:10][N:9]2[CH:17]=1)=[O:5])[CH3:2].C1C(=O)N([Br:26])C(=O)C1>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH2:18][Br:26])=[C:8]2[C:13]([Cl:14])=[C:12]([C:15]#[N:16])[CH:11]=[N:10][N:9]2[CH:17]=1)=[O:5])[CH3:2]
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참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 21025099HCID 21025099, 화합물

생성물 1

HCID 207916315-Bromomethyl-4-chloro-3-cyano-pyrrolo[1,2-b]pyridazine-6-carboxylic Acid Ethyl Ester수율 99.2%

시약·촉매·용매 2

HCID 7187Benzoyl Peroxide촉매HCID 5943Carbon Tetrachloride용매

반응 조건

온도
77 °C

실험 절차

A suspension of compound 1D (79 mg, 0.30 mmol), NBS (59 mg, 0.33 mmol) and benzoyl peroxide (5 mg, 0.02 mmol) in CCl4 (2 mL) was heated at 77° C. for 3 hours. After cooling to room temperature, the reaction was purified by a short silica gel column (eluted with CH2Cl2) to give compound 16A as a yellow solid (102 mg, 99%). B. 4-Chloro-3-cyano-5-hydroxymethyl-pyrrolo[1,2-b]pyridazine-6-carboxylic acid ethyl ester (16B)

후처리

  1. temperatureAfter cooling to room temperature
  2. customthe reaction was purified by a short silica gel column (eluted with CH2Cl2)

출처 및 근거

ORD 기록
ord-a7a783b33514403490cee7be8a358d44
출처 데이터셋
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06900208B2

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