HCID 58902364、化合物 → HCID 68062122、化合物

HRID 1640199ノート

反応式

HRID 1640199 の反応式
[O:1]=[C:2]1[NH:11][C:10]2[N:9]=[CH:8][CH:7]=[C:6]([O:12][C:13]3[CH:22]=[C:21]4[C:16]([CH2:17][CH2:18][CH:19]([C:23]([NH:25][C:26]5[CH:27]=[C:28]([CH:38]=[C:39]([C:41]([F:44])([F:43])[F:42])[CH:40]=5)[CH2:29][NH:30][C:31](=[O:37])[O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:24])[CH2:20]4)=[CH:15][CH:14]=3)[C:5]=2[CH:4]=[CH:3]1>CC(O)=O.[Pt](=O)=O>[O:1]=[C:2]1[NH:11][C:10]2[N:9]=[CH:8][CH:7]=[C:6]([O:12][C:13]3[CH:22]=[C:21]4[C:16]([CH2:17][CH2:18][CH:19]([C:23]([NH:25][C:26]5[CH:27]=[C:28]([CH:38]=[C:39]([C:41]([F:43])([F:44])[F:42])[CH:40]=5)[CH2:29][NH:30][C:31](=[O:37])[O:32][C:33]([CH3:36])([CH3:34])[CH3:35])=[O:24])[CH2:20]4)=[CH:15][CH:14]=3)[C:5]=2[CH2:4][CH2:3]1

参加物

4

反応物 1

HCID 58902364HCID 58902364、化合物

生成物 1

HCID 68062122HCID 68062122、化合物収率 45%

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒2 回HCID 176Acetic Acid溶媒

実験手順

Platinum dioxide (1.9 mg, 0.0082 mmol) was added to a solution of tert-butyl [3-[({7-[(7-oxo-7,8-dihydro-1,8-naphthyridin-4-yl)oxy]-1,2,3,4-tetrahydronaphthalen-2-yl}-carbonyl)amino]-5-(trifluoromethyl)benzyl]carbamate (20 mg, 0.033 mmol) in AcOH (0.5 mL). The solution was allowed to stir under an atmosphere of hydrogen at rt. After 28 hr, an additional amount of platinum dioxide was added (1.9 mg, 0.0082 mmol) and the reaction continued to stir under an atmosphere of hydrogen for a total of 46 h. The reaction mixture was then filtered through Celite and the residue was purified by column chromatography to give tert-butyl [3-[({7-[(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-4-yl)oxy]-1,2,3,4tetrahydronaphthalen-2-yl}carbonyl)amino]-5-(trifluoromethyl)benzyl]carbamate (9.0 mg, 45%) as a white solid. LCMS: (FA) ES+ 611.4.

後処理

  1. stirringto stir under an atmosphere of hydrogen for a total of 46 h
  2. filtrationThe reaction mixture was then filtered through Celite
  3. customthe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-3c97a642477d4710a891d4df89bbf07c
出典データセット
uspto-grants-2012_02
特許番号
US08110687B2

反応ノート

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