HOAt → N-tert-butyl-N'-[3-methoxy-4-(5-oxazolyl)phenyl]oxalamide

HRID 984432노트

반응식

HRID 984432 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][C:9]=1[C:10]1[O:14][CH:13]=[N:12][CH:11]=1)[NH2:6].[C:15]([NH:19][C:20](=[O:24])[C:21](O)=[O:22])([CH3:18])([CH3:17])[CH3:16].Cl.CN(C)CCCN=C=NCC.ON1C2N=CC=CC=2N=N1>ClCCl>[C:15]([NH:19][C:20](=[O:24])[C:21]([NH:6][C:5]1[CH:7]=[CH:8][C:9]([C:10]2[O:14][CH:13]=[N:12][CH:11]=2)=[C:3]([O:2][CH3:1])[CH:4]=1)=[O:22])([CH3:18])([CH3:17])[CH3:16]

참가 물질

6

반응물 4

HCID 181649HOAtHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 5187990(tert-Butylamino)(oxo)acetic acidHCID 154627323-Methoxy-4-(oxazol-5-yl)aniline

생성물 1

HCID 9797026N-tert-butyl-N'-[3-methoxy-4-(5-oxazolyl)phenyl]oxalamide수율 80.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 95 mg (0.5 mmol) of 3-methoxy-4-(5-oxazolyl)aniline, 73 mg (0.5 mmol) of N-tert-butyloxalamic acid, 134 mg (0.7 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 75 mg (0.55 mmol) of 1-hydroxy-7-azabenzotriazole in 4 ml of dichloromethane was stirred a room temperature for 18 hours. The resulting mixture was washed with 2M hydrochloric acid and saturated sodium bicarbonate, dried over magnesium sulphate and evaporated to dryness. The residue was triturated with petrol and collected by filtration to give 128 mg of N-tert-butyl-N′-[3-methoxy-4-(5-oxazolyl)phenyl]oxalamide as a pale yellow solid. MS: 318 (M+H)+.

후처리

  1. washThe resulting mixture was washed with 2M hydrochloric acid and saturated sodium bicarbonate
  2. dry with materialdried over magnesium sulphate
  3. customevaporated to dryness
  4. customThe residue was triturated with petrol
  5. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-4836aff1aa1545d1b2b98fb7deb706d8
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06867299B2

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