p-Toluenesulfonic acid monohydrate → N4-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

HRID 475177노트

반응식

HRID 475177 반응식
[CH:1]1([C:4]2[NH:8][N:7]=[C:6]([NH:9][C:10]3[CH:15]=[CH:14][N:13]=[C:12]([NH:16]CC4C=CC5N(C6CCCCO6)C=NC=5C=4)[N:11]=3)[CH:5]=2)[CH2:3][CH2:2]1.CC1C=CC(S(O)(=O)=O)=CC=1.O>CO.O>[CH:1]1([C:4]2[NH:8][N:7]=[C:6]([NH:9][C:10]3[CH:15]=[CH:14][N:13]=[C:12]([NH2:16])[N:11]=3)[CH:5]=2)[CH2:3][CH2:2]1

참가 물질

5

반응물 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 71272519N4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-((1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methyl)pyrimidine-2,4-diamine

생성물 1

HCID 86689872N4-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of 32 (406 mg, 0.94 mmol) in MeOH (5 mL) and water (1 mL) was added p-TsOH.H2O (178 mg, 0.94 mmol). The reaction mixture was heated at reflux for 18 h. The solvent was evaporated under reduced pressure and the residue was purified by preparative HPLC to afford 180 mg (55%) of N2-41H-benzo[d]imidazol-5-yl)-methyl)-N4-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine (I-13) as white solid.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 18 h
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-9e0624724cf84d34ba34efeac43952fb
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637537B2

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