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

HRID 1891152노트

반응식

HRID 1891152 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-663bcedb3c714f06abdad6b9f9cd9e94
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507480B2

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