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

HRID 1783948노트

반응식

HRID 1783948 반응식
[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]

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bec95c032eb84b4ca0472d157d283fe2
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07501411B2

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