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

HRID 470722ノート

反応式

HRID 470722 の反応式
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]

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-b84fb67334954f8e926e913495072be1
出典データセット
uspto-grants-2014_01
特許番号
US08629286B2

反応ノート

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