Acetic Acid → 5-(2,4-Bis-benzyloxy-5-chloro-phenyl)-4-(4-morpholin-4-ylmethyl-phenyl)-isoxazole-3-carboxylic acid ethylamide

HRID 2097268ノート

反応式

HRID 2097268 の反応式
C(O)(=O)C.[CH2:5]([NH:7][C:8]([C:10]1[C:14]([C:15]2[CH:20]=[CH:19][C:18]([CH:21]=O)=[CH:17][CH:16]=2)=[C:13]([C:23]2[CH:28]=[C:27]([Cl:29])[C:26]([O:30][CH2:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:25][C:24]=2[O:38][CH2:39][C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[O:12][N:11]=1)=[O:9])[CH3:6].[NH:46]1[CH2:51][CH2:50][O:49][CH2:48][CH2:47]1>CO>[CH2:5]([NH:7][C:8]([C:10]1[C:14]([C:15]2[CH:16]=[CH:17][C:18]([CH2:21][N:46]3[CH2:51][CH2:50][O:49][CH2:48][CH2:47]3)=[CH:19][CH:20]=2)=[C:13]([C:23]2[CH:28]=[C:27]([Cl:29])[C:26]([O:30][CH2:31][C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)=[CH:25][C:24]=2[O:38][CH2:39][C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[O:12][N:11]=1)=[O:9])[CH3:6]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 8083MorpholineHCID 247741115-(2,4-Bis-benzyloxy-5-chloro-phenyl)-4-(4-formyl-phenyl)-isoxazole-3-carboxylic acid ethylamide

生成物 1

HCID 247741945-(2,4-Bis-benzyloxy-5-chloro-phenyl)-4-(4-morpholin-4-ylmethyl-phenyl)-isoxazole-3-carboxylic acid ethylamide収率 98.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Acetic acid (0.37 ml, 6.44 mmol) was added dropwise to a mixture of 5-(2,4-Bis-benzyloxy-5-chloro-phenyl)-4-(4-formyl-phenyl)-isoxazole-3-carboxylic acid ethylamide (730 mg, 1.29 mmol), morpholine (0.225 ml, 2.58 mmol), 3A powdered molecular sieves (730 mg) and MeOH (21 ml). This was left to stir overnight under N2. The mixture was then evaporated in vacuo and the resultant crude partitioned between CH2Cl2 (3×40 ml) and sat. NaHCO3 solution (40 ml). The combined, dried (Na2SO4) organics were evaporated in vacuo to give crude 5-(2,4-Bis-benzyloxy-5-chloro-phenyl)-4-(4-morpholin-4-ylmethyl-phenyl)-isoxazole-3-carboxylic acid ethylamide (810 mg) as a yellow solid, LC/MS: RT=2.365 min. 638.4 (MH+).

後処理

  1. waitThis was left
  2. customThe mixture was then evaporated in vacuo
  3. customthe resultant crude partitioned between CH2Cl2 (3×40 ml) and sat. NaHCO3 solution (40 ml)
  4. dry with materialdried (Na2SO4)
  5. customorganics were evaporated in vacuo

出典と根拠

ORDレコード
ord-9aefe5837b14467aab02a211745ea5b3
出典データセット
uspto-grants-2013_05
特許番号
US08450310B2

反応ノート

読み込み中…