Hydrochloric Acid → 3-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-benzyl-1-methyl-urea

HRID 14663ノート

反応式

HRID 14663 の反応式
C(OC(=O)[NH:7][CH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=2)[C:12]([NH:23][C:24]([N:26]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH3:27])=[O:25])=[CH:11][N:10]=1)(C)(C)C.Cl>CCOC(C)=O>[NH2:7][CH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=2)[C:12]([NH:23][C:24](=[O:25])[N:26]([CH2:28][C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH3:27])=[CH:11][N:10]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 59341092[4-(3-Benzyl-3-methyl-ureido)-6,7-dimethoxy-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester

生成物 1

HCID 468471703-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-benzyl-1-methyl-urea収率 89%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

A solution of the Boc protected amine, [4-(3-benzyl-3-methyl-ureido)-6,7-dimethoxy-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester, (155 mg) was taken up in 5 mL of EtOAc, then 600 μL of HCl in EtOAc was added and the reaction was allowed to stir overnight. Solvent was removed in vacuo, and the resulting white solid was washed with ether to give 109 mg (89%) of the desired product as the hydrochloride salt. H1-NMR (CDCl3): δ 8.31 (s, 1H), 7.3-7.4 (m, 5H), 7.17 (s, 1H), 6.82 (s, 1H), 6.51 (s, 1H), 4.66 (s, 2H), 4.29 (s, 2H), 3.99 (s, 3H), 3.83 (s, 3H), 3.16 (s, 3H), 2.83 (br s, 1H). MS: APCI (M+H) calc'd for C26H32N4O5+H 481.6; found 481.0.

後処理

  1. customSolvent was removed in vacuo
  2. washthe resulting white solid was washed with ether

出典と根拠

ORDレコード
ord-b7fb7bf9baf6432b847a7ecbbc9aee74
出典データセット
uspto-grants-2010_06
特許番号
US07732446B1

反応ノート

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