4-Methoxybenzylamine → HCID 57456934, 화합물

HRID 711666노트

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HRID 711666 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4](=[O:12])[C:3]=1[C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14].COC1C=CC(C[NH2:30])=CC=1>CN(C=O)C.C(O)(C(F)(F)F)=O>[NH2:30][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4](=[O:12])[C:3]=1[C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14]

참가 물질

5

반응물 2

HCID 754524-MethoxybenzylamineHCID 57456935Benzyl 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylate

생성물 1

HCID 57456934HCID 57456934, 화합물수율 116.5%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6422Trifluoroacetic acid용매

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온도
115 °C

실험 절차

Benzyl 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylate (Example 66b) (0.55 g, 1.75 mmol) was dissolved in DMF (8 mL) and 4-methoxybenzylamine (0.56 mL, 4.31 mmol) was added. The reaction was heated at 115° C. for 30 minutes, then cooled to room temperature and poured into ice water. The resultant precipitate was dissolved in 10 mL TFA and stirred at room temperature for 15 minutes, then the mixture was poured into ice water. The resultant precipitate was collected, dissolved in dichloromethane, dried over MgSO4, filtered and evaporated to give the crude benzyl 4-amino-2-oxo-1,2-dihydroquinoline-3-carboxylate (600 mg) which was used as this without further purification. MS 295 (MH+).

후처리

  1. temperaturecooled to room temperature
  2. customThe resultant precipitate was collected
  3. dissolutiondissolved in dichloromethane
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-d65b29a6fe134028b8dabed61b1c6767
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181276B2

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