Potassium Carbonate → 5-(3,4-Difluorophenyl)-2,3-dihydro-4-methoxycarbonyl-1-(3-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)prop-1-yl) aminocarbonyl-2(1H)-imidazolone

HRID 1003749ノート

反応式

HRID 1003749 の反応式
ClC(Cl)(Cl)[C:3]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[C:12]([F:17])[CH:11]=2)=[C:8]([C:18]([O:20][CH3:21])=[O:19])[NH:7][C:6]1=[O:22])=[O:4].[NH2:25][CH2:26][CH2:27][CH2:28][N:29]1[CH2:34][CH2:33][C:32]([C:41]([O:43][CH3:44])=[O:42])([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH2:31][CH2:30]1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[F:17][C:12]1[CH:11]=[C:10]([C:9]2[N:5]([C:3]([NH:25][CH2:26][CH2:27][CH2:28][N:29]3[CH2:30][CH2:31][C:32]([C:41]([O:43][CH3:44])=[O:42])([C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)[CH2:33][CH2:34]3)=[O:4])[C:6](=[O:22])[NH:7][C:8]=2[C:18]([O:20][CH3:21])=[O:19])[CH:15]=[CH:14][C:13]=1[F:16]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 106838831-(3-Aminopropyl)-4-methoxycarbonyl-4-phenylpiperidineHCID 187982711-trichloroacetyl-5-(3,4-difluorophenyl)-2,3-dihydro-4-methoxycarbonyl-2(1H)-imidazolone

生成物 1

HCID 187982775-(3,4-Difluorophenyl)-2,3-dihydro-4-methoxycarbonyl-1-(3-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)prop-1-yl) aminocarbonyl-2(1H)-imidazolone収率 2%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A mixture of 1-trichloroacetyl-5-(3,4-difluorophenyl)-2,3-dihydro-4-methoxycarbonyl-2(1H)-imidazolone (583 mg, 1.46 mmol), 1-(3-aminopropyl)-4-methoxycarbonyl-4-phenylpiperidine (808 mg, 2.92 mmol) and potassium carbonate (809 mg, 5.85 mmol) in dioxane (15 mL) was heated at reflux for 24 hours and then concentrated. The residue was partitioned between EtOAc and water. The organic layer was dried over Na2SO4, filtered and concentrated to give the crude product which was flash chromatographed over silica gel to give the product (15 mg, 2% yield). Hydrochloride salt: light brown solid; m.p. 134-136° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 24 hours
  3. concentrationconcentrated
  4. customThe residue was partitioned between EtOAc and water
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto give the crude product which
  9. customchromatographed over silica gel

出典と根拠

ORDレコード
ord-9d49694ebe004365942cb81ef6ea5782
出典データセット
uspto-grants-2000_04
特許番号
US06046331

反応ノート

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