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

HRID 984432ノート

反応式

HRID 984432 の反応式
[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]

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-4836aff1aa1545d1b2b98fb7deb706d8
出典データセット
uspto-grants-2005_03
特許番号
US06867299B2

反応ノート

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