Diisopropylethylamine → HCID 86622761、化合物

HRID 1020262ノート

反応式

HRID 1020262 の反応式
[CH3:1][O:2][C:3]([C:5]1[C:9]([C:10]([OH:12])=O)=[C:8]([CH3:13])[O:7][N:6]=1)=[O:4].C(N(C(C)C)CC)(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[F:45][C:46]1[CH:47]=[C:48]([CH:62]=[CH:63][CH:64]=1)[CH2:49][NH:50][C:51]([NH:53][C:54]1[S:55][CH:56]=[C:57]([CH2:59][NH:60][CH3:61])[N:58]=1)=[O:52]>CN(C)C=O.O>[F:45][C:46]1[CH:47]=[C:48]([CH:62]=[CH:63][CH:64]=1)[CH2:49][NH:50][C:51](=[O:52])[NH:53][C:54]1[S:55][CH:56]=[C:57]([CH2:59][N:60]([CH3:61])[C:10]([C:9]2[C:5]([C:3]([O:2][CH3:1])=[O:4])=[N:6][O:7][C:8]=2[CH3:13])=[O:12])[N:58]=1

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 58055087HCID 58055087、化合物HCID 69185303HCID 69185303、化合物

生成物 1

HCID 86622761HCID 86622761、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

3-(methoxycarbonyl)-5-methylisoxazole-4-carboxylic acid (1 mmol) was dissolved in N,N-dimethylformamide (5 ml), then diisopropylethylamine (1.2 eq.) and TBTU (1.2 eq) was added and stirred at room temperature for 5 minutes. 1-(3-fluorobenzyl)-3-(4-((methylamino)methyl)thiazol-2-yl)urea (1.0 mmol) was added and stirred overnight. Water (20 ml) was added to the reaction. The precipitate was filtered, washed with water and dried. The crude was purified by column using 0-100% gradient of 10% MeOH/EtOAc and hexanes to afford methyl 4-(((2-(3-(3-fluorobenzyl)ureido)thiazol-4-yl)methyl)(methyl)carbamoyl)-5-methylisoxazole-3-carboxylate.

後処理

  1. stirringstirred overnight
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried
  5. customThe crude was purified by column

出典と根拠

ORDレコード
ord-b18415a7e52a45ae8b8752b91680ae27
出典データセット
uspto-grants-2014_05
特許番号
US08716320B2

反応ノート

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