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4-Methylmorpholine → 4-(1,1-Dimethylethyl)-N-[5-[[[3-[[4-(2-pyrimidinyl)piperazin-1-yl]carbonyl]-4-methylphenyl]thio]methyl]thiazol-2-yl]benzamide

HRID 49145
ノート
印刷プレビュー

反応式

HRID 49145 の反応式
[CH3:1][C:2]([C:5]1[CH:30]=[CH:29][C:8]([C:9]([NH:11][C:12]2[S:13][C:14]([CH2:17][S:18][C:19]3[CH:20]=[CH:21][C:22]([CH3:28])=[C:23]([CH:27]=3)[C:24](O)=[O:25])=[CH:15][N:16]=2)=[O:10])=[CH:7][CH:6]=1)([CH3:4])[CH3:3].[N:31]1[CH:36]=[CH:35][CH:34]=[N:33][C:32]=1[N:37]1[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.CN1CCOCC1>CN(C=O)C.C(OCC)(=O)C>[CH3:1][C:2]([C:5]1[CH:30]=[CH:29][C:8]([C:9]([NH:11][C:12]2[S:13][C:14]([CH2:17][S:18][C:19]3[CH:20]=[CH:21][C:22]([CH3:28])=[C:23]([C:24]([N:40]4[CH2:41][CH2:42][N:37]([C:32]5[N:31]=[CH:36][CH:35]=[CH:34][N:33]=5)[CH2:38][CH2:39]4)=[O:25])[CH:27]=3)=[CH:15][N:16]=2)=[O:10])=[CH:7][CH:6]=1)([CH3:4])[CH3:3]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 79724-MethylmorpholineHCID 887471-(2-Pyrimidinyl)piperazineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 221704385-[[[2-[[4-(1,1-Dimethylethyl)benzoyl]amino]thiazol-5-yl]methyl]thio]-2-methylbenzoic acid

生成物 1

HCID 221704044-(1,1-Dimethylethyl)-N-[5-[[[3-[[4-(2-pyrimidinyl)piperazin-1-yl]carbonyl]-4-methylphenyl]thio]methyl]thiazol-2-yl]benzamide
収率 63%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
65 °C

実験手順

A mixture of the product of Example 32, part B (0.250 g, 0.567 mmol), 1-(2-pyrimidyl) piperazine (0.121 g, 0.737 mmol), benzotriazol-1-yloxytris(dimethylamino)phosphoniumhexafluorophosphate (0.476 g, 1.08 mmol), 4-methylmorpholine (0.31 mL, 2.82 mmol) in DMF (6 mL) was heated at 65° C. for 5 h. The mixture was then diluted with ethyl acetate, washed with water, 1N NaOH solution, water, and brine. The solution was dried over anhydrous MgSO4 and concentrated under vacuum. The residue was purified using flash column chromatography (ethyl acetate) to provide the desired product (0.210 g, 63%) as a white solid: LC/MS RT=3.94 min; mass spectrum (M+H)+=587.42.

後処理

  1. washwashed with water, 1N NaOH solution, water, and brine
  2. dry with materialThe solution was dried over anhydrous MgSO4
  3. concentrationconcentrated under vacuum
  4. customThe residue was purified

出典と根拠

ORDレコード
ord-6a2c7fc5157c40d3b014389aa8186262
出典データセット
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06706717B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート