HCID 71007327、化合物 → HCID 71007334、化合物

HRID 716188ノート

反応式

HRID 716188 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]=2[N+:14]([O-])=O)[CH:7]=1>CCO.CCOC(C)=O.[Pd]>[NH2:14][C:9]1[CH:10]=[N:11][CH:12]=[CH:13][C:8]=1[C:6]1[CH:5]=[C:4]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:22])([CH3:21])[CH3:23])[CH:3]=[C:2]([CH3:1])[CH:7]=1

参加物

5

反応物 1

HCID 71007327HCID 71007327、化合物

生成物 1

HCID 71007334HCID 71007334、化合物収率 111.7%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

tert-butyl (3-(3-aminopyridin-4-yl)-5-methylphenyl) carbamate. A solution of tert-butyl (3-methyl-5-(3-nitropyridin-4-yl)phenyl)carbamate (198 mg, 0.60 mmol) in EtOH (5 mL) and EtOAc (5 mL) was degassed by bubbling N2 (g) through the solution for 10 min. Pd/C (10 wt %, 64 mg, 0.060 mmol) was added. A gas bag with a 3-way stopcock filled with H2 was attached to the flask. The flask was evacuated under vacuum and then back-filled with H2 (3×). The mixture was stiffed overnight at RT. The solution was degassed by bubbling N2 (g) through the solution for 10 min and was then filtered through celite. The solution was concentrated to afford tert-butyl (3-(3-aminopyridin-4-yl)-5-methylphenyl)carbamate (200 mg, 0.67 mmol, 111% yield) as an off-white foam. MS (ESI, pos. ion) m/z: 300.0 (M+1).

後処理

  1. customby bubbling N2 (g) through the solution for 10 min
  2. additionA gas bag with a 3-way stopcock filled with H2
  3. customThe flask was evacuated under vacuum
  4. additionback-filled with H2 (3×)
  5. customThe solution was degassed
  6. customby bubbling N2 (g) through the solution for 10 min
  7. filtrationwas then filtered through celite
  8. concentrationThe solution was concentrated

出典と根拠

ORDレコード
ord-886ab991c7fe4d059be079548838d921
出典データセット
uspto-grants-2015_11
特許番号
US09187486B2

反応ノート

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