Dichloromethane → (S)-2-amino-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-3-(tetrahydropyran-2-yl)-propionamide hydrochloride

HRID 19033ノート

反応式

HRID 19033 の反応式
C(OC(=O)[NH:7][C@H:8]([C:16](=[O:28])[NH:17][C:18]1[CH:22]=[CH:21][N:20]([CH2:23][C:24]([OH:27])([CH3:26])[CH3:25])[N:19]=1)[CH2:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][O:11]1)(C)(C)C.FC(F)(F)C(O)=O.[Cl:37]CCl>>[ClH:37].[NH2:7][C@@H:8]([CH2:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][O:11]1)[C:16]([NH:17][C:18]1[CH:22]=[CH:21][N:20]([CH2:23][C:24]([OH:27])([CH3:25])[CH3:26])[N:19]=1)=[O:28]

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 66899689[(S)-1-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-ylcarbamoyl]-2-(tetrahydro-pyran-2-yl)-ethyl]-carbamic acid t-butyl ester

生成物 1

HCID 67504601(S)-2-amino-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-3-(tetrahydropyran-2-yl)-propionamide hydrochloride

実験手順

To a solution of [(S)-1-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-ylcarbamoyl]-2-(tetrahydro-pyran-2-yl)-ethyl]-carbamic acid t-butyl ester (570 mg) in dichloromethane (3 mL) was added trifluoroacetic acid (3 mL). The mixture was stirred at room temperature for 30 min. Solvents were evaporated and the residue was dried in vacuo. The waxy solid was dissolved in a methanolic hydrogen chloride solution. Solvents were evaporated and the residue was dried in vacuo. The white solid was triturated with diethyl ether and filtered to afford (S)-2-amino-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-3-(tetrahydropyran-2-yl)-propionamide hydrochloride (529 mg). LR-ES-MS m/z calculated for C15H26N4O3 310 [M]+, observed [M+H]+ 311.

後処理

  1. customSolvents were evaporated
  2. customthe residue was dried in vacuo
  3. dissolutionThe waxy solid was dissolved in a methanolic hydrogen chloride solution
  4. customSolvents were evaporated
  5. customthe residue was dried in vacuo
  6. customThe white solid was triturated with diethyl ether
  7. filtrationfiltered

出典と根拠

ORDレコード
ord-16d60f5e007946408bfde3d22cc2d899
出典データセット
uspto-grants-2010_06
特許番号
US07741327B2

反応ノート

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