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2-Amino-4-[2-(3-{[tert-butyl (dimethyl)silyl]oxy}prop-1-yn-1-yl)-1,3-thiazol-4-yl]-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)pyridine-3,5-dicarbonitrile → 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[2-(3-hydroxypropyl)-1,3-thiazol-4-yl]pyridine-3,5-dicarbonitrile

HRID 1969494
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HRID 1969494 반응식
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[N:11]=[C:12]([C:15]#[C:16][CH2:17][O:18][Si](C(C)(C)C)(C)C)[S:13][CH:14]=2)[C:5]([C:26]#[N:27])=[C:4]([S:28][CH2:29][C:30]2[N:31]=[C:32]([C:35]3[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=3)[S:33][CH:34]=2)[N:3]=1.[H][H]>C(OCC)(=O)C.[Pd]>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[N:11]=[C:12]([CH2:15][CH2:16][CH2:17][OH:18])[S:13][CH:14]=2)[C:5]([C:26]#[N:27])=[C:4]([S:28][CH2:29][C:30]2[N:31]=[C:32]([C:35]3[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=3)[S:33][CH:34]=2)[N:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 673501122-Amino-4-[2-(3-{[tert-butyl (dimethyl)silyl]oxy}prop-1-yn-1-yl)-1,3-thiazol-4-yl]-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)pyridine-3,5-dicarbonitrileHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 668964572-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[2-(3-hydroxypropyl)-1,3-thiazol-4-yl]pyridine-3,5-dicarbonitrile

시약·촉매·용매 2

HCID 23938Palladium촉매
HCID 8857
Ethyl Acetate
용매

실험 절차

Under argon, 220 mg of the mixture from Example 22A were initially charged in 10 ml of ethyl acetate, 110 mg of palladium (10% on activated carbon) were added and the mixture was hydrogenated at atmospheric hydrogen pressure and room temperature overnight. The catalyst was filtered off through Celite, the filter cake was washed with ethyl acetate and the filtrate was concentrated. The residue was purified by preparative HPLC. This gave 31 mg (17% of theory) of the target compound.

후처리

  1. filtrationThe catalyst was filtered off through Celite
  2. washthe filter cake was washed with ethyl acetate
  3. concentrationthe filtrate was concentrated
  4. customThe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-98af547800a946e29ad76d0dd8d13b10
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08426602B2

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