O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate → HCID 68855620、化合物

HRID 1071679ノート

反応式

HRID 1071679 の反応式
[Cl:1][C:2]1[S:6][C:5]([C:7]2[O:11][N:10]=[C:9]([CH2:12][N:13]3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH:15]=[C:14]3[C:22](O)=[O:23])[CH:8]=2)=[CH:4][CH:3]=1.[B-](F)(F)(F)F.CCOC(C(C#N)=NOC(N(C)C)=[N+](C)C)=O.[C:47]([O:51][C:52]([N:54]1[CH2:59][CH2:58][N:57]([NH2:60])[CH2:56][CH2:55]1)=[O:53])([CH3:50])([CH3:49])[CH3:48]>C(Cl)Cl>[C:47]([O:51][C:52]([N:54]1[CH2:59][CH2:58][N:57]([NH:60][C:22]([C:14]2[N:13]([CH2:12][C:9]3[CH:8]=[C:7]([C:5]4[S:6][C:2]([Cl:1])=[CH:3][CH:4]=4)[O:11][N:10]=3)[C:21]3[C:16]([CH:15]=2)=[CH:17][CH:18]=[CH:19][CH:20]=3)=[O:23])[CH2:56][CH2:55]1)=[O:53])([CH3:50])([CH3:48])[CH3:49]

参加物

5

反応物 3

HCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 11222093HCID 11222093、化合物HCID 22029174tert-Butyl 4-aminopiperazine-1-carboxylate

生成物 1

HCID 68855620HCID 68855620、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1 g 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-indole-2-carboxylic acid and 1.3 ml NEM in 8 ml DCM, 914 mg TOTU were added and the mixture was stirred for 30 min at RT. Then 673 mg 4-Amino-piperazine-1-carboxylic acid tert-butyl ester were added and the reaction was stirred over night. After removal of the solvent under reduced pressure the residue was directly purified by chromatography on silica gel eluting with an ethyl acetate/heptane gradient. Yield: 1.1 g.

後処理

  1. stirringthe reaction was stirred over night
  2. customAfter removal of the solvent under reduced pressure the residue
  3. customwas directly purified by chromatography on silica gel eluting with an ethyl acetate/heptane gradient

出典と根拠

ORDレコード
ord-bcbddee132e343a4bb5cce235c9b0767
出典データセット
uspto-grants-2005_06
特許番号
US06906084B2

反応ノート

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