Hydrochloric Acid → 5-(5-Ethyl-1H-pyrazol-4-yl)-N-(4-morpholinophenyl)-[1,2,4]triazolo[1,5-a]pyrazin-8-amine

HRID 1783948ノート

反応式

HRID 1783948 の反応式
[CH2:1]([C:3]1[N:7](C2CCCCO2)[N:6]=[CH:5][C:4]=1[C:14]1[N:19]2[N:20]=[CH:21][N:22]=[C:18]2[C:17]([NH:23][C:24]2[CH:29]=[CH:28][C:27]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)=[CH:26][CH:25]=2)=[N:16][CH:15]=1)[CH3:2].C(C1C(C2N3N=CN=C3C(NC3C=CC(N4CCOCC4)=CC=3)=NC=2)=CN(C2CCCCO2)N=1)C.Cl>CO>[CH2:1]([C:3]1[NH:7][N:6]=[CH:5][C:4]=1[C:14]1[N:19]2[N:20]=[CH:21][N:22]=[C:18]2[C:17]([NH:23][C:24]2[CH:25]=[CH:26][C:27]([N:30]3[CH2:31][CH2:32][O:33][CH2:34][CH2:35]3)=[CH:28][CH:29]=2)=[N:16][CH:15]=1)[CH3:2]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 57590055{5-[3-ethyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazol-4-yl]-[1,2,4]triazolo[1,5-a]pyrazin-8-yl}-(4-morpholin-4-yl-phenyl)-amineHCID 57590067{5-[5-ethyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazol-4-yl]-[1,2,4]triazolo[1,5-a]pyrazin-8-yl}-(4-morpholin-4-yl-phenyl)-amine

生成物 1

HCID 1359003615-(5-Ethyl-1H-pyrazol-4-yl)-N-(4-morpholinophenyl)-[1,2,4]triazolo[1,5-a]pyrazin-8-amine収率 17%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of {5-[5-ethyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazol-4-yl]-[1,2,4]triazolo[1,5-a]pyrazin-8-yl}-(4-morpholin-4-yl-phenyl)-amine and {5-[3-ethyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazol-4-yl]-[1,2,4]triazolo[1,5-a]pyrazin-8-yl}-(4-morpholin-4-yl-phenyl)-amine (40 mg, 0.077 mmol) and conc. HCl (0.3 mL) in MeOH (10 mL) is stirred at room temperature for 5 hours. After removing the solvent, the solid residue is partitioned between ethyl acetate and sat. NaHCO3. The undissolved solid is collected by filtration, washed with water, diethyl ether and petroleum ether and dried to afford the title compound (5 mg, 17%). Conversion into the mesylate salt using 0.1M methanesulfonic acid (0.128 mL) affords the title compound (5.6 mg, 89%) as a solid.

後処理

  1. customAfter removing the solvent
  2. customthe solid residue is partitioned between ethyl acetate and sat. NaHCO3
  3. filtrationThe undissolved solid is collected by filtration
  4. washwashed with water, diethyl ether and petroleum ether
  5. customdried

出典と根拠

ORDレコード
ord-bec95c032eb84b4ca0472d157d283fe2
出典データセット
uspto-grants-2009_03
特許番号
US07501411B2

反応ノート

読み込み中…