Diisopropylethylamine → 2-Pyridineacetic acid, hydrochloride (1:1)

HRID 42252ノート

反応式

HRID 42252 の反応式
[ClH:1].[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([OH:11])=[O:10].[CH3:12][N:13]([C:15]([O:19][N:20]1[N:28]=[N:27][C:22]2[CH:23]=[CH:24][CH:25]=[N:26][C:21]1=2)=[N+:16]([CH3:18])[CH3:17])[CH3:14].[F:29][P-:30]([F:35])([F:34])([F:33])([F:32])[F:31].CCN(C(C)C)C(C)C.[NH:45]1[C:53]2[C:48](=[C:49]([C:54]3[CH:55]=[C:56]([NH2:69])[C:57]4[C:61]([CH:62]=3)=[N:60][N:59](C3CCCCO3)[CH:58]=4)[CH:50]=[CH:51][CH:52]=2)[CH:47]=[CH:46]1>CN(C=O)C>[ClH:1].[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([OH:11])=[O:10].[CH3:18][N:16]([C:15]([O:19][N:20]1[N:28]=[N:27][C:22]2[CH:23]=[CH:24][CH:25]=[N:26][C:21]1=2)=[N+:13]([CH3:14])[CH3:12])[CH3:17].[F:29][P-:30]([F:35])([F:34])([F:33])([F:32])[F:31].[NH:45]1[C:53]2[C:48](=[C:49]([C:54]3[CH:62]=[C:61]4[C:57]([CH:58]=[N:59][NH:60]4)=[C:56]([NH:69][C:9](=[O:11])[CH2:8][C:3]4[CH:4]=[CH:5][CH:6]=[CH:7][N:2]=4)[CH:55]=3)[CH:50]=[CH:51][CH:52]=2)[CH:47]=[CH:46]1

参加物

8

反応物 4

HCID 81531DiisopropylethylamineHCID 853172-Pyridineacetic acid, hydrochloride (1:1)HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 582679956-(1H-Indol-4-yl)-2-(tetrahydro-2H-pyran-2-yl)-2H-indazol-4-amine

生成物 3

HCID 853172-Pyridineacetic acid, hydrochloride (1:1)HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 44540405N-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-2-(2-pyridinyl)acetamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
20 °C

実験手順

2-Pyridylacetic acid hydrochloride (0.033 g, 0.191 mmol), HATU (0.084 g, 0.220 mmol) and DIPEA (0.130 ml, 0.764 mmol) were combined in DMF (3 ml) and stirred at 20° C. for 10 minutes. 6-(1H-indol-4-yl)-2-(tetrahydro-2H-pyran-2-yl)-2H-indazol-4-amine (0.07 g, 0.20 mmol) was added and the reaction was stirred for 5 h at 20° C. A second batch of 2-pyridylacetic acid hydrochloride (0.033 g, 0.191 mmol), HATU (0.084 g, 0.220 mmol) and DI PEA (0.130 ml, 0.764 mmol) in DMF (3 ml) was prepared and stirred at 20° C. for 10 minutes. It was added to the main reaction mixture and stirred for 3 days (weekend) at 20° C. The reaction mixture was applied to a 5 g NH2-SPE cartridge and eluted with 10% methanol in dichloromethane. The solvent was evaporated and the residue was purified by Mass Directed Auto Prep (Method B) to give the title compound (0.018 g).

後処理

  1. stirringthe reaction was stirred for 5 h at 20° C
  2. stirringstirred at 20° C. for 10 minutes
  3. additionIt was added to the main reaction mixture
  4. stirringstirred for 3 days (weekend) at 20° C
  5. washeluted with 10% methanol in dichloromethane
  6. customThe solvent was evaporated
  7. customthe residue was purified by Mass Directed Auto Prep (Method B)

出典と根拠

ORDレコード
ord-5b2c2bcdb42546f29bc363840681bfd3
出典データセット
uspto-grants-2013_09
特許番号
US08536169B2

反応ノート

読み込み中…