Hydrochloric Acid → HCID 22181086、化合物

HRID 1796189ノート

反応式

HRID 1796189 の反応式
[ClH:1].Cl.[C:3]([C:6]1[CH:7]=[C:8](/[CH:12]=[CH:13]/[CH2:14][N:15]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[C:23]([C:34](=[O:36])[NH2:35])[CH:22]=2)[S:16]([CH2:19][CH3:20])(=[O:18])=[O:17])[CH:9]=[CH:10][CH:11]=1)(=[NH:5])[NH2:4].CO[C:39]1[CH2:40][CH2:41][CH2:42][N:43]=1.N1CCCC1=O.Cl>C(O)C.O.C(N(CC)CC)C>[ClH:1].[ClH:1].[C:3]([C:6]1[CH:7]=[C:8](/[CH:12]=[CH:13]/[CH2:14][N:15]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH:28]3[CH2:33][CH2:32][N:31]([C:39]4[CH2:40][CH2:41][CH2:42][N:43]=4)[CH2:30][CH2:29]3)=[C:23]([C:34](=[O:36])[NH2:35])[CH:22]=2)[S:16]([CH2:19][CH3:20])(=[O:18])=[O:17])[CH:9]=[CH:10][CH:11]=1)(=[NH:4])[NH2:5]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 120252-PyrrolidoneHCID 3534432-Methoxy-1-Pyrroline2 回HCID 22181059N-[3-(3-amidinophenyl)-2-(E)-propenyl]-N-[3-carbamoyl-4-(piperidin-4-yloxy)phenyl]ethanesulfonamide dihydrochloride

生成物 1

HCID 22181086HCID 22181086、化合物収率 147%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒2 回HCID 962Water溶媒HCID 8471Triethylamine溶媒2 回

実験手順

To a solution of N-[3-(3-amidinophenyl)-2-(E)-propenyl]-N-[3-carbamoyl-4-(piperidin-4-yloxy)phenyl]ethanesulfonamide dihydrochloride (0.68 g) obtained in example 100(a) in ethanol (15 ml) were added successively 5-methoxy-3,4-dihydro-2H-pyrrole (0.36 g), which was prepared from 2-pyrrolidinone according to the method described in Org. Prep. Proced. Int., 24, 147 (1992), and triethylamine (0.85 ml) at room temperature and the resulting mixture was allowed to stand at room temperature overnight. At the end of this time, to the reaction mixture were furthermore added successively 5-methoxy-3,4-dihydro-2H-pyrrole (0.19 g) and triethylamine (0.34 ml) at room temperature, and the resulting mixture was stirred at room temperature for 5 hours and then evaporated in vacuo. Subsequently, to the residue obtained were successively added ethanol (10 ml) and a 4N solution of hydrogen chloride in dioxane (4 ml), and the resulting mixture was evaporated in vacuo. The residue obtained was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: 10% acetonitrile/water). To the amorphous solid obtained was added 1N hydrochloric acid (8 ml) and the resulting mixture was evaporated to dryness in vacuo. The residue obtained was dissolved in water and then lyophilized to afford the title compound (0.56 g, yield: 73%) as a pale brown amorphous solid.

後処理

  1. customat room temperature
  2. customevaporated in vacuo
  3. customSubsequently, to the residue obtained
  4. customa 4N solution of hydrogen chloride in dioxane (4 ml), and the resulting mixture was evaporated in vacuo
  5. customThe residue obtained
  6. customwas purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: 10% acetonitrile/water)
  7. customTo the amorphous solid obtained
  8. customthe resulting mixture was evaporated to dryness in vacuo
  9. customThe residue obtained

出典と根拠

ORDレコード
ord-b63bde726bb94a3d83ef435261123fde
出典データセット
uspto-grants-2006_04
特許番号
US07030138B2

反応ノート

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