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Hydrochloric Acid → 5-[4-(4-Methoxypyridin-3-yl)benzyl]-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline dihydrochloride salt

HRID 1892621
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HRID 1892621 반응식
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]1[CH:15]=[CH:14][N:13]=[CH:12][C:11]=1[C:16]1[CH:35]=[CH:34][C:19]([CH2:20][CH:21]2[C:30]3[CH:29]=[C:28]4[O:31][CH2:32][O:33][C:27]4=[CH:26][C:25]=3[CH2:24][CH2:23][NH:22]2)=[CH:18][CH:17]=1.[ClH:36].[OH-].[Na+].Cl.CCOCC>>[ClH:36].[ClH:36].[CH3:8][O:9][C:10]1[CH:15]=[CH:14][N:13]=[CH:12][C:11]=1[C:16]1[CH:17]=[CH:18][C:19]([CH2:20][CH:21]2[C:30]3[CH:29]=[C:28]4[O:31][CH2:32][O:33][C:27]4=[CH:26][C:25]=3[CH2:24][CH2:23][NH:22]2)=[CH:34][CH:35]=1
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참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10953452Ether hydrochlorideHCID 692709895-[4-(4-Methoxypyridin-3-yl)benzyl]-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline trifluoro acetate salt

생성물 1

HCID 690813235-[4-(4-Methoxypyridin-3-yl)benzyl]-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline dihydrochloride salt

실험 절차

The synthesis of 5-[4-(4-methoxypyridin-3-yl)benzyl]-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline dihydrochloride salt 45 is shown in Scheme-12. Reaction of compound 38 with 4-methoxypyridine-3-boronic acid 19 in the presence of Palladium (II) acetate, triphenylphosphine, and Na2CO3 in anhydrous 2-propanol yielded 5-[4-(4-methoxypyridin-3-yl)benzyl]-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline-6-carboxylic acid tert-butyl ester 43 which was treated with trifluoroacetic acid in dichloromethane to get 5-[4-(4-methoxypyridin-3-yl)benzyl]-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline trifluoro acetate salt 44. Compound 44 was treated by 37% HCl, 1N NaOH followed by 2M HCl/Ether in MeOH-Ether to obtain 45.

출처 및 근거

ORD 기록
ord-e5cb60f009144d949d07281560220ac9
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08507523B2

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