Sodium Sulfate → 4-[4-(6-Methoxy-pyridin-3-ylmethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-phenyl-methanol

HRID 1295662노트

반응식

HRID 1295662 반응식
C([O:3][C:4](=O)[C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:29][C:14]3[N:15]=[CH:16][N:17]=[C:18]([NH:19][CH2:20][C:21]4[CH:22]=[N:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=4)[C:13]=3[CH:12]=2)=[CH:7][CH:6]=1)C.[H-].C([Al+]CC(C)C)C(C)C.[NH4+].[Cl-].[O-]S([O-])(=O)=O.[Na+].[Na+]>C1COCC1.O.CCOC(C)=O>[CH3:28][O:27][C:24]1[N:23]=[CH:22][C:21]([CH2:20][NH:19][C:18]2[C:13]3[CH:12]=[C:11]([C:8]4[CH:7]=[CH:6][C:5]([CH2:4][OH:3])=[CH:10][CH:9]=4)[NH:29][C:14]=3[N:15]=[CH:16][N:17]=2)=[CH:26][CH:25]=1

참가 물질

8

반응물 4

HCID 24436Sodium SulfateHCID 25517Ammonium ChlorideHCID 21225700DiisobutylaluminumhydrideHCID 691816354-[4-(6-Methoxy-pyridin-3-ylmethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzoic acid ethyl ester

생성물 1

HCID 691807374-[4-(6-Methoxy-pyridin-3-ylmethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-phenyl-methanol

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매3회HCID 8857Ethyl Acetate용매

실험 절차

5.0 g (12 mMol) of 4-[4-(6-methoxy-pyridin-3-ylmethylamino)-7H-pyrrolo[2,3-d]pyrimidin -6-yl]-benzoic acid ethyl ester in 200 ml of THF is cooled to −10° C. Then 80 ml of a 1 N solution of di-isobutyl-aluminium hydride in THF are added dropwise. After stirring for 3 h at RT, 200 ml of THF and 100 ml of EtOAc are added, followed by 10 ml of a 10%-solution of NH4Cl in water. After 30 min vigorous stirring, 20 g of Na2SO4 are added, then the mixture is filtered through Celite. Concentration of the filtrate, stirring in methanol and filtration gives the title compound; MS-ES+: (M+H)+=362.

후처리

  1. filtrationthe mixture is filtered through Celite
  2. stirringConcentration of the filtrate, stirring in methanol
  3. filtrationfiltration

출처 및 근거

ORD 기록
ord-afdb9fd290fe4d7a88f091e2ae4c40a0
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244729B2

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