Water → HCID 178455695、化合物

HRID 505634ノート

反応式

HRID 505634 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]([C:14]([OH:16])=O)[C:11]2=[N:17][NH:18][CH:19]=[C:10]2[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CN(C(ON1N=N[C:30]2[CH:31]=[CH:32][CH:33]=[N:34][C:29]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN([CH:50]([CH3:52])C)C(C)C.[OH2:53].CN([CH:57]=[O:58])C>>[CH2:50]([O:53][C:57]([C@@:33]1([NH:34][C:14]([CH:12]2[CH2:13][N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH2:9][C:10]3=[CH:19][NH:18][N:17]=[C:11]23)=[O:16])[CH2:32][C@H:31]1[CH:30]=[CH2:29])=[O:58])[CH3:52]

参加物

6

反応物 5

HCID 962WaterHCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 178451522HCID 178451522、化合物

生成物 1

HCID 178455695HCID 178455695、化合物

実験手順

A solution of acid 5b (93.0 mg, 0.348 mmol), amine hydrochloride 6b (80.0 mg, 0.418 mmol) and HATU (139 mg, 0.365 mmol) in dry DMF (2 mL) was cooled to 0° C. and DIEA (0.182 mL, 1.04 mmol) was added dropwise over 5 minutes. The mixture was allowed to reach rt over 2 h and stirred at rt for 20 h. The mixture was poured into deionized H2O (10mL) and extracted with EtOAc (3×). The combined extracts were washed sequentially with 1M Na2CO3, deionized H2O, 0.5 M HCl (2×) and brine. The EtOAc solution was dried over MgSO4 and filtered through a SiO2 plug capped with a layer of MgSO4. The solution was concentrated to give the title compound 7b as a bronze glass which was scraped to a tan solid; 81 mg, 58%, MS m/z 403.1 (ESI−, M−1).

後処理

  1. extractionextracted with EtOAc (3×)
  2. washThe combined extracts were washed sequentially with 1M Na2CO3
  3. dry with materialThe EtOAc solution was dried over MgSO4
  4. filtrationfiltered through a SiO2 plug
  5. customcapped with a layer of MgSO4
  6. concentrationThe solution was concentrated

出典と根拠

ORDレコード
ord-202d0d0643944849a0fd15af8b7122f6
出典データセット
uspto-grants-2010_08
特許番号
US07781474B2

反応ノート

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