Diisopropylethylamine → HCID 178461868、化合物

HRID 475250ノート

反応式

HRID 475250 の反応式
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:13]=[C:12]([CH:14]3[CH2:16][CH2:15]3)[NH:11][N:10]=2)[C:5]([Cl:17])=[CH:4][N:3]=1.Cl.O1CCCCC1[N:25]1[C:29]2[CH:30]=[CH:31][C:32]([C@@H:34]([NH2:36])[CH3:35])=[CH:33][C:28]=2[N:27]=[CH:26]1.CCN(C(C)C)C(C)C>CCCCO>[NH:25]1[C:29]2[CH:30]=[CH:31][C:32]([C@@H:34]([NH:36][C:2]3[N:7]=[C:6]([NH:8][C:9]4[CH:13]=[C:12]([CH:14]5[CH2:16][CH2:15]5)[NH:11][N:10]=4)[C:5]([Cl:17])=[CH:4][N:3]=3)[CH3:35])=[CH:33][C:28]=2[N:27]=[CH:26]1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 595867992,5-dichloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amineHCID 86694728HCID 86694728、化合物

生成物 1

HCID 178461868HCID 178461868、化合物

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

反応条件

温度
160 °C

実験手順

To a solution of 57 (135 mg, 0.5 mmol) in n-BuOH (3 mL) in a microwave vial was added 126 (184 mg, 0.75 mmol), then DIPEA (0.26 mL, 1.5 mmol) was added dropwise. The vial was sealed with a rubber septa and heated in the microwave for 90 min at 160° C. The solvent was evaporated under reduced pressure and the crude residue was taken up in DCM (5 mL) and MeOH (5 mL) and the solvent was again concentrated in vacuo. The residue was diluted in DMF (2 mL) and filtered to remove any undissolved solids. The filtrate was concentrated in vacuo. The residue was purified by reverse phase HPLC to afford 13 mg (6%) of I-46.

後処理

  1. customThe vial was sealed with a rubber septa
  2. customThe solvent was evaporated under reduced pressure
  3. concentrationMeOH (5 mL) and the solvent was again concentrated in vacuo
  4. additionThe residue was diluted in DMF (2 mL)
  5. filtrationfiltered
  6. customto remove any undissolved solids
  7. concentrationThe filtrate was concentrated in vacuo
  8. customThe residue was purified by reverse phase HPLC
  9. customto afford 13 mg (6%) of I-46

出典と根拠

ORDレコード
ord-ef8f328a0d1c4da49779398349c8fc62
出典データセット
uspto-grants-2014_01
特許番号
US08637537B2

反応ノート

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