Diisopropylethylamine → HCID 59369701、化合物

HRID 45400ノート

反応式

HRID 45400 の反応式
[NH2:1][C:2]1[S:3][C:4]([C:13]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:14])=[C:5]([CH2:7][N:8]([CH2:11][CH3:12])[CH2:9][CH3:10])[N:6]=1.C(N(C(C)C)CC)(C)C.[CH2:32]([C:39]1[CH:47]=[CH:46][C:42]([C:43](O)=[O:44])=[CH:41][CH:40]=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.F[P-](F)(F)(F)(F)F.C[N+](C)=C(N(C)C)ON1C2N=CC=CC=2N=N1>ClCCl.C(OCC)(=O)C>[CH2:16]([NH:15][C:13]([C:4]1[S:3][C:2]([NH:1][C:43](=[O:44])[C:42]2[CH:41]=[CH:40][C:39]([CH2:32][C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)=[CH:47][CH:46]=2)=[N:6][C:5]=1[CH2:7][N:8]([CH2:9][CH3:10])[CH2:11][CH3:12])=[O:14])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 1364294-Benzylbenzoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 866425252-amino-N-benzyl-4-((diethylamino)methyl)thiazole-5-carboxamide

生成物 1

HCID 59369701HCID 59369701、化合物収率 3.7%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 2-amino-N-benzyl-4-((diethylamino)methyl)thiazole-5-carboxamide (0.052 g, 0.16 mmol) and diisopropylethylamine (0.30 mL, 1.70 mmol) in dichloromethane (5 mL) was added 4-benzylbenzoic acid (0.046 g, 0.21 mmol) followed by the addition of N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (0.076 g, 0.20 mmol). The reaction mixture was stirred at ambient temperature for 18 h, diluted with ethyl acetate and washed with saturated sodium bicarbonate solution, brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The crude product was purified by preparative HPLC (acetone/water gradient) to afford the title compound (0.003 g); MS (ES+) m/z 513.

後処理

  1. washwashed with saturated sodium bicarbonate solution, brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by preparative HPLC (acetone/water gradient)

出典と根拠

ORDレコード
ord-2767760b1be14db685a7ea992c725540
出典データセット
uspto-grants-2013_09
特許番号
US08541457B2

反応ノート

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