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4-Methylmorpholine → (r)-2-[n-(4-Chlorophenyl)carbamoyloxy]-n-[4-(2-methoxyiminopiperidin-1-yl)phenyl]-2-phenylacetamide

HRID 350674
ノート
印刷プレビュー

反応式

HRID 350674 の反応式
CN1CCOCC1.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]([O:18][C@H:19]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:20]([OH:22])=O)=[O:17])=[CH:11][CH:10]=1.[CH3:29][O:30][N:31]=[C:32]1[CH2:37][CH2:36][CH2:35][CH2:34][N:33]1[C:38]1[CH:43]=[CH:42][C:41]([NH2:44])=[CH:40][CH:39]=1.Cl.CN(C)CCCN=C=NCC.O.OC1C2N=NNC=2C=CC=1.C(=O)([O-])O.[Na+]>CN(C=O)C>[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([NH:15][C:16]([O:18][C@H:19]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:20]([NH:44][C:41]2[CH:42]=[CH:43][C:38]([N:33]3[CH2:34][CH2:35][CH2:36][CH2:37][C:32]3=[N:31][O:30][CH3:29])=[CH:39][CH:40]=2)=[O:22])=[O:17])=[CH:13][CH:14]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 6

HCID 79724-MethylmorpholineHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 12992874(R)-(4-chlorophenylcarbamoyloxy)phenylacetic acidHCID 854347211-(4-aminophenyl)-piperidin-2-one O-methyl oximeHCID 178526939HCID 178526939、化合物

生成物 1

HCID 91483835(r)-2-[n-(4-Chlorophenyl)carbamoyloxy]-n-[4-(2-methoxyiminopiperidin-1-yl)phenyl]-2-phenylacetamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1.2 101 mg (1.00 mmol) of 4-methylmorpholine are added to a solution of 183 mg (0.600 mmol) of (R)-(4-chlorophenylcarbamoyloxy)phenylacetic acid, 129 mg (0.588 mmol) of 1-(4-aminophenyl)piperidin-2-one O-methyl oxime, 192 mg (1.00 mmol) of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (DAPECI) and 91.9 mg (0.600 mmol) of hydroxybenzotriazole hydrate (HOBt) in 1 ml of DMF, and the mixture is stirred at room temperature for 24 hours. The reaction mixture is introduced into saturated sodium hydrogencarbonate solution, and the resultant precipitate is filtered off. The precipitate is chromatographed on a silica-gel column with petroleum ether/ethyl acetate as eluent, giving (R)-2-[N-(4-chlorophenyl)carbamoyloxy]-N-[4-(2-methoxyiminopiperidin-1-yl)phenyl]-2-phenylacetamide (“AA”) as a colourless solid; ESI 507.

後処理

  1. filtrationthe resultant precipitate is filtered off
  2. customThe precipitate is chromatographed on a silica-gel column with petroleum ether/ethyl acetate as eluent

出典と根拠

ORDレコード
ord-4131f17bca1b4857b1fe69bb65f23642
出典データセット
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07183277B2

反応ノート

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