2-{[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}-N-methyl-N-(3-{methyl[(4-nitrophenyl)acetyl]amino}propyl)acetamide → 2-(4-Aminophenyl)-N-{3-[({[(2S)-1'-{2-[(5R)-3-[3,5-bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}acetyl)(methyl)amino]propyl}-N-methylacetamide

HRID 446549ノート

反応式

HRID 446549 の反応式
[F:1][C:2]([F:67])([F:66])[C:3]1[CH:4]=[C:5]([CH:59]=[C:60]([C:62]([F:65])([F:64])[F:63])[CH:61]=1)[C:6]([N:8]1[CH2:12][C@@:11]([CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][C:25]3([C:35]4[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=4)[CH2:29][C@@H:28]3[O:36][CH2:37][C:38]([N:40]([CH3:58])[CH2:41][CH2:42][CH2:43][N:44]([CH3:57])[C:45](=[O:56])[CH2:46][C:47]3[CH:52]=[CH:51][C:50]([N+:53]([O-])=O)=[CH:49][CH:48]=3)=[O:39])[CH2:24][CH2:23]2)([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[O:10][CH2:9]1)=[O:7]>C(O)C.[C].[Pd]>[NH2:53][C:50]1[CH:51]=[CH:52][C:47]([CH2:46][C:45]([N:44]([CH2:43][CH2:42][CH2:41][N:40]([C:38](=[O:39])[CH2:37][O:36][C@@H:28]2[C:25]3([CH2:24][CH2:23][N:22]([CH2:21][CH2:20][C@:11]4([C:13]5[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=5)[O:10][CH2:9][N:8]([C:6](=[O:7])[C:5]5[CH:4]=[C:3]([C:2]([F:1])([F:66])[F:67])[CH:61]=[C:60]([C:62]([F:64])([F:63])[F:65])[CH:59]=5)[CH2:12]4)[CH2:27][CH2:26]3)[C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH2:29]2)[CH3:58])[CH3:57])=[O:56])=[CH:48][CH:49]=1

参加物

4

反応物 1

HCID 866634512-{[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}-N-methyl-N-(3-{methyl[(4-nitrophenyl)acetyl]amino}propyl)acetamide

生成物 1

HCID 866634522-(4-Aminophenyl)-N-{3-[({[(2S)-1'-{2-[(5R)-3-[3,5-bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}acetyl)(methyl)amino]propyl}-N-methylacetamide収率 98%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 702Ethanol溶媒

実験手順

The compound (212 mg, 0.225 mmol) obtained in Example 57a was dissolved in ethanol (10 mL), 10% palladium-carbon (42 mg, 20% by weight) was added, and the mixture was stirred at room temperature under a hydrogen atmosphere for 5 hours. The reaction mixture was filtered through celite, and the solvent was evaporated under reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:methanol, 10:1, v/v) to give the title compound (194 mg; yield, 98%) as a yellow oily substance.

後処理

  1. filtrationThe reaction mixture was filtered through celite
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by NH silica gel column chromatography (ethyl acetate

出典と根拠

ORDレコード
ord-87669a72f7c74c21b3c761c37ffdce99
出典データセット
uspto-grants-2013_07
特許番号
US08476253B2

反応ノート

読み込み中…