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4-Methylmorpholine → 2-[1-[(2,5-dimethylphenyl)acetyl]-4-piperidinyl]-N-methyl-N-[(1R)-1-phenylpropyl]-4-oxazolecarboxamide

HRID 2043735
ノート
印刷プレビュー

反応式

HRID 2043735 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH2:9][C:10]([N:12]1[CH2:17][CH2:16][CH:15]([C:18]2[O:19][CH:20]=[C:21]([C:23](O)=[O:24])[N:22]=2)[CH2:14][CH2:13]1)=[O:11].Cl.CN(C)CCCN=C=NCC.CN1CCOCC1.CC1C=CC(C)=CC=1CC(N1CCC(C2SC=C([C:67]([N:69](C)[C@@H:70]([C:73]3[CH:78]=[CH:77][CH:76]=[CH:75][CH:74]=3)[CH2:71][CH3:72])=O)N=2)CC1)=O>ClCCl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH2:9][C:10]([N:12]1[CH2:13][CH2:14][CH:15]([C:18]2[O:19][CH:20]=[C:21]([C:23]([N:69]([CH3:67])[C@@H:70]([C:73]3[CH:78]=[CH:77][CH:76]=[CH:75][CH:74]=3)[CH2:71][CH3:72])=[O:24])[N:22]=2)[CH2:16][CH2:17]1)=[O:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 79724-MethylmorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 674615172-[1-[(2,5-dimethylphenyl)acetyl]-4-piperidinyl]-N-methyl-N-[(1R)-1-phenylpropyl]-4-thiazolecarboxamideHCID 674616912-[1-[(2,5-Dimethylphenyl)acetyl]-4-piperidinyl]-4-oxazolecarboxylic acid2 回

生成物 1

HCID 67462836
2-[1-[(2,5-dimethylphenyl)acetyl]-4-piperidinyl]-N-methyl-N-[(1R)-1-phenylpropyl]-4-oxazolecarboxamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A mixture of 2-[1-[(2,5-dimethylphenyl)acetyl]-4-piperidinyl]-4-oxazolecarboxylic acid (i.e. the product of Example 9, Step F) (245 mg, 0.72 mmol), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (153 mg, 80 mmol) and 4-methylmorpholine (88 μL) in 3 mL of dichloromethane were stirred at room temperature for 15 minutes. (α,R)-α-Ethyl-N-methylbenzenemethanamine (i.e. the product of Example 1, Step C) (0.80 mmol, 119 mg) was added and the reaction mixture was stirred at ambient temperature overnight. The reaction mixture was diluted with dichloromethane, washed with 1 N aqueous hydrochloric acid and water, dried over MgSO4 and concentrated under reduced pressure. The products were purified by silica gel chromatography using 50-100% ethyl acetate in hexanes as eluant to give 90 mg of the title product, a compound of the present invention as an oil.

後処理

  1. stirringthe reaction mixture was stirred at ambient temperature overnight
  2. washwashed with 1 N aqueous hydrochloric acid and water
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe products were purified by silica gel chromatography

出典と根拠

ORDレコード
ord-5e91b24f3ea44d56b1091c9f20747f3c
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08586611B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート