Hydrochloric Acid → 2-(3-methylamino-propyl)-thiazole-4-carboxylic acid methyl-(R)-1,2,3,4-tetrahydro-naphthalen-1-yl-amide hydrochloride salt

HRID 470722노트

반응식

HRID 470722 반응식
C(O[C:6](=O)[N:7](C)[CH2:8][CH2:9][CH2:10][C:11]1[S:12][CH:13]=[C:14]([C:16](=[O:29])[N:17]([CH3:28])[C@H:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH2:21][CH2:20][CH2:19]2)[N:15]=1)(C)(C)C.[ClH:32]>O1CCOCC1>[ClH:32].[CH3:28][N:17]([C@H:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:21][CH2:20][CH2:19]1)[C:16]([C:14]1[N:15]=[C:11]([CH2:10][CH2:9][CH2:8][NH:7][CH3:6])[S:12][CH:13]=1)=[O:29]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 67252275methyl-{3-[4-((R)-methyl-1,2,3,4-tetrahydro-naphthalen-1-yl-carbamoyl)-thiazol-2-yl]-propyl}-carbamic acid tert-butyl ester

생성물 1

HCID 672534412-(3-methylamino-propyl)-thiazole-4-carboxylic acid methyl-(R)-1,2,3,4-tetrahydro-naphthalen-1-yl-amide hydrochloride salt수율 94%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of methyl-{3-[4-((R)-methyl-1,2,3,4-tetrahydro-naphthalen-1-yl-carbamoyl)-thiazol-2-yl]-propyl}-carbamic acid tert-butyl ester (0.133 g, 0.3 mmol) was added a solution of 1M HCl in dioxane (0.65 mL) at RT. After stirring overnight at RT, the solvent was evaporated under reduce pressure. The resulting solid was triturated with diethylether, and filtered to give 2-(3-methylamino-propyl)-thiazole-4-carboxylic acid methyl-(R)-1,2,3,4-tetrahydro-naphthalen-1-yl-amide hydrochloride salt (0.097 g, 94%). 1H-NMR (400 MHz, CDCl3): δ=9.82-9.58 (br, 2H), 7.79 (s, 1H (conformers)), 7.12-7.03 (m, 4H), 5.43-5.54 (m, 1H (conformers)), 3.45-3.22 (m, 2H), 3.21-3.02 (m, 2H), 2.98-2.64 (m, 5H), 2.61-2.24 (m, 5H), 2.22-1.66 (m, 4H). MS: m/z=330 (M+1). MS: m/z=344 (M+1).

후처리

  1. customthe solvent was evaporated
  2. customThe resulting solid was triturated with diethylether
  3. filtrationfiltered

출처 및 근거

ORD 기록
ord-b84fb67334954f8e926e913495072be1
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629286B2

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