Hydrochloric Acid → 7-(3-Difluoromethylphenyl)-isoquinoline-5-sulfonic acid (2-amino-ethyl)-amide

HRID 269987ノート

反応式

HRID 269987 の反応式
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][S:11]([C:14]1[C:15]2[CH:16]=[CH:17][N:18]=[CH:19][C:20]=2[CH:21]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([CH:30]([F:32])[F:31])[CH:25]=2)[CH:23]=1)(=[O:13])=[O:12])(C)(C)C.Cl>C(OCC)(=O)C.O1CCOCC1>[NH2:7][CH2:8][CH2:9][NH:10][S:11]([C:14]1[C:15]2[CH:16]=[CH:17][N:18]=[CH:19][C:20]=2[CH:21]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([CH:30]([F:32])[F:31])[CH:25]=2)[CH:23]=1)(=[O:13])=[O:12]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 69327854{2-[7-(3-Difluoromethylpheny)-isoquinoline-5-sulfonylamino]-ethyl}-carbamic acid tert-butyl ester

生成物 1

HCID 112803467-(3-Difluoromethylphenyl)-isoquinoline-5-sulfonic acid (2-amino-ethyl)-amide収率 95%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

実験手順

Suspend {2-[7-(3-difluoromethylpheny)-isoquinoline-5-sulfonylamino]-ethyl}-carbamic acid tert-butyl ester in ethyl acetate (11 mL), and add an excess of 4 M HCl in 1,4-dioxane. Stir overnight, filter the precipitate, wash with dichloromethane, and dry under vacuum to give the desired compound as a white solid (0.092 g, 95% yield): 1H NMR (CD3OD): δ9.92 (s, 1H), 9.10 (d, J=7.0 Hz, 1H), 9.04 (m, 2H), 8.80 (d, J=7.0 Hz, 1H), 8.09 (m, 2H), 7.74 (m, 2H), 6.94 (t, J=52.1 Hz, 1H), 3.25 (m, 2H), 3.15 (m, 2H). Load the product onto ion exchange resin and elute with 1N NH3 in methanol and concentrate to dryness to give the free base. (Used in example 97).

後処理

  1. filtrationfilter the precipitate
  2. washwash with dichloromethane
  3. customdry under vacuum

出典と根拠

ORDレコード
ord-475d33fdef1f433eaf509d5d1b9b4628
出典データセット
uspto-grants-2008_11
特許番号
US07449477B2

反応ノート

読み込み中…