Diisopropylethylamine → N-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-1-(1-methylethyl)-1H-pyrazole-5-carboxamide

HRID 520654ノート

反応式

HRID 520654 の反応式
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:25][CH:26]([N:28]1[C:32]([C:33]([OH:35])=O)=[CH:31][CH:30]=[N:29]1)[CH3:27].CCN(C(C)C)C(C)C.[NH:45]1[C:53]2[C:48](=[C:49]([C:54]3[CH:55]=[C:56]([NH2:63])[C:57]4[CH:58]=[N:59][NH:60][C:61]=4[CH:62]=3)[CH:50]=[CH:51][CH:52]=2)[CH:47]=[CH:46]1>CN(C=O)C>[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:63][C:33]([C:32]4[N:28]([CH:26]([CH3:25])[CH3:27])[N:29]=[CH:30][CH:31]=4)=[O:35])[CH:55]=3)[CH:50]=[CH:51][CH:52]=2)[CH:47]=[CH:46]1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 31509471-(propan-2-yl)-1H-pyrazole-5-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 582680196-(1H-indol-4-yl)-1H-indazol-4-amine

生成物 1

HCID 53233430N-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-1-(1-methylethyl)-1H-pyrazole-5-carboxamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a solution of HATU (0.253 g) in DMF (3 ml) was added 1-(1-methylethyl)-1H-pyrazole-5-carboxylic acid (0.102 g) and DIPEA (0.211 ml) and the mixture was left to stand for 10 min. 6-(1H-Indol-4-yl)-1H-indazol-4-amine (0.075 g) dissolved in DMF (3 ml) was added and the solution was left to stand at RT for 18 h. DMF was removed by blow down (not to dryness) and the residue was dissolved in chloroform (1 ml) and loaded onto an aminopropyl SPE (2 g) (pre-conditioned with methanol (6 ml) and chloroform (6 ml)). The mixture was left on the column for 2 h then eluted with ethyl acetate:methanol (1:1, 10 ml). The solvent was blown down to dryness and the residue was dissolved in DMSO:methanol (1 ml, 1:1) and purified by MDAP (method K). The solvent was removed in vacuo and dried in an vacuum oven (50° C.) overnight to give title compound, 18 mg.

後処理

  1. waitthe mixture was left
  2. additionwas added
  3. waitthe solution was left
  4. waitto stand at RT for 18 h
  5. customDMF was removed by blow down (not to dryness) and the residue
  6. dissolutionwas dissolved in chloroform (1 ml)
  7. waitThe mixture was left on the column for 2 h
  8. washthen eluted with ethyl acetate:methanol (1:1, 10 ml)
  9. dissolutionthe residue was dissolved in DMSO
  10. custommethanol (1 ml, 1:1) and purified by MDAP (method K)
  11. customThe solvent was removed in vacuo
  12. customdried in an vacuum oven (50° C.) overnight

出典と根拠

ORDレコード
ord-7aedf3e6eb6448fab7886da9506694ba
出典データセット
uspto-grants-2016_05
特許番号
US09326987B2

反応ノート

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