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Diisopropylethylamine → HCID 24785365、化合物

HRID 2244375
ノート
印刷プレビュー

反応式

HRID 2244375 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][CH:12]([CH3:14])[CH3:13])=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[CH:15]1([C:20]2[CH:39]=[CH:38][C:23]([CH2:24][NH:25][CH2:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:37])([F:36])[F:35])[CH:29]=3)=[CH:22][CH:21]=2)[CH2:19][CH2:18][CH2:17][CH2:16]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(CC)C(C)C)(C)C>CN(C=O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][CH:12]([CH3:14])[CH3:13])=[C:6]([CH:10]=1)[C:7]([N:25]([CH2:24][C:23]1[CH:22]=[CH:21][C:20]([CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:39][CH:38]=1)[CH2:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:35])([F:36])[F:37])[CH:29]=1)=[O:9]
参加物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 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 13064663HCID 13064663、化合物HCID 25180023HCID 25180023、化合物

生成物 1

HCID 24785365HCID 24785365、化合物収率 72.1%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 50 mg of 5-chloro-2-isopropylamino-benzoic acid (0.23 mmol) and 81 mg (0.23 mmol) of (4-cyclopentyl-benzyl)-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine in 4 ml of DMF were added 75 mg of TBTU (0.23 mmol) and 0.2 ml (1.17 mmol) of N,N-di-isopropylethyl amine. After stirring the reaction mixture over night at RT it was diluted with 50 ml water and extracted with ethyl acetate. The combined organic phases were washed with 10%-aqueous KHCO3 solution, 0.1M HCl solution and brine, dried with magnesium sulfate, filtered and concentrated in vacuo. The remaining oil was purified by column chromatography (silica gel; heptane 100% to heptane/EtOAc 4:1) to give 90 mg (71%) of a colorless oil. MS (ISP) 543.5 (M+H)+.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe combined organic phases were washed with 10%-aqueous KHCO3 solution, 0.1M HCl solution and brine
  3. dry with materialdried with magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe remaining oil was purified by column chromatography (silica gel; heptane 100% to heptane/EtOAc 4:1)

出典と根拠

ORDレコード
ord-4d5a6c8075484f158f4bf63a8c69ad5b
出典データセット
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07678818B2

反応ノート

読み込み中…

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