Hydrochloric Acid → 1-methylethyl {(2S,4R)-1-acetyl-6-[1-(2-aminoethyl)-1H-imidazol-4-yl]-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl}carbamate hydrochloride

HRID 2366945ノート

反応式

HRID 2366945 の反応式
[CH3:1][CH:2]([O:4][C:5](=[O:36])[NH:6][C@H:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]3[N:18]=[CH:19][N:20]([CH2:22][CH2:23][NH:24]C(OC(C)(C)C)=O)[CH:21]=3)[CH:15]=2)[N:10]([C:32](=[O:34])[CH3:33])[C@@H:9]([CH3:35])[CH2:8]1)[CH3:3].[ClH:37].CCOCC>O1CCOCC1>[ClH:37].[C:32]([N:10]1[C:11]2[C:16](=[CH:15][C:14]([C:17]3[N:18]=[CH:19][N:20]([CH2:22][CH2:23][NH2:24])[CH:21]=3)=[CH:13][CH:12]=2)[C@H:7]([NH:6][C:5](=[O:36])[O:4][CH:2]([CH3:1])[CH3:3])[CH2:8][C@@H:9]1[CH3:35])(=[O:34])[CH3:33]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 681854051-methylethyl ((2S,4R)-1-acetyl-6-{1-[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethyl]-1H-imidazol-4-yl}-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl)carbamate

生成物 1

HCID 529343311-methylethyl {(2S,4R)-1-acetyl-6-[1-(2-aminoethyl)-1H-imidazol-4-yl]-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl}carbamate hydrochloride収率 61%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A solution of 1-methylethyl((2S,4R)-1-acetyl-6-{1-[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethyl]-1H-imidazol-4-yl}-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl)carbamate (for a preparation, see Intermediate 79) (47 mg, 0.094 mmol) in 1,4-dioxane (0.5 mL) was treated with HCl (4M in 1,4-dioxane, 2 mL, 8 mmol) and the resulting mixture was stirred at room temperature for 4 h. Et2O (10 mL) was added and the resulting mixture stirred for 15 min. The solid formed was filtered off, washed with Et2O and dried under house vacuum to give 1-methylethyl {(2S,4R)-1-acetyl-6-[1-(2-aminoethyl)-1H-imidazol-4-yl]-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl}carbamate hydrochloride (25 mg, 0.057 mmol, 61%) as a brown solid.

後処理

  1. stirringthe resulting mixture stirred for 15 min
  2. customThe solid formed
  3. filtrationwas filtered off
  4. washwashed with Et2O
  5. customdried under house vacuum

出典と根拠

ORDレコード
ord-9c4d7d3e5c7c4dad93c4e5a2e416697d
出典データセット
uspto-grants-2014_04
特許番号
US08697725B2

反応ノート

読み込み中…