HRID1906676

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID444972

Fumaric acid

C4H4O4

HCID11791542

2-({4-[2-(Cyclopropylmethoxy)ethyl]phenoxy}methyl)oxirane

C15H20O3

结构：CC1CC(=O)NN=C1c1ccc(NC(=O)CCNCc2ccccc2)cc1

HCID14003355

未命名化合物

PRODUCTS

生成物

结构：CC1CC(=O)NN=C1c1ccc(NC(=O)CCNCC(O)C(Cc2ccccc2)Oc2ccc(CCOCC3CC3)cc2)cc1.CC1CC(=O)NN=C1c1ccc(NC(=O)CCNCC(O)C(Cc2ccccc2)Oc2ccc(CCOCC3CC3)cc2)cc1.O=C(O)/C=C/C(=O)O

HCID131715086

未命名化合物

收率 116.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1031

1-Propanol

C3H8O

2 次

PROCEDURE

实验过程

In a manner similar to that of Example 1 (iii), 6-[4-(3-benzylaminopropionamido)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone (21.8 g) and 1-[4-(2-cyclopropylmethoxyethyl)phenoxy]-2,3-epoxypropane (19.4 g) in n-propanol (200 ml) were stirred under reflux for 41/2 hours. The mixture was cooled and a solution of fumaric acid (6.96 g) in hot n-propanol (150 ml) added with stirring. Cooling (and seeding) and stirring overnight afforded 6-[4-[3-[2-hydroxy-3-[4-(2-(cyclopropylmethoxy)ethyl)phenoxy]-N-benzylpropylamino]propionamido]phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone hemifumarate (31.05 g), m.p. 125°-8° C.

WORKUP

后处理

temperatureunder reflux for 41/2 hours
temperatureThe mixture was cooled
temperatureCooling (and seeding)
stirringstirring overnight

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a12e83047d584aeab2d5a16ff2709d98
来源数据集: uspto-grants-1987_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04652563
来源说明: uspto-grants-1987_03

反应 SMILES

[CH2:1]([NH:8][CH2:9][CH2:10][C:11]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:21]([CH3:27])[CH2:22][C:23](=[O:26])[NH:24][N:25]=2)=[CH:16][CH:15]=1)=[O:12])C1C=CC=CC=1.[CH:28]1([CH2:31][O:32][CH2:33][CH2:34][C:35]2[CH:45]=[CH:44][C:38]([O:39][CH2:40][CH:41]3[O:43][CH2:42]3)=[CH:37][CH:36]=2)[CH2:30][CH2:29]1.[C:46]([OH:53])(=[O:52])/[CH:47]=[CH:48]/[C:49]([OH:51])=[O:50]>C(O)CC>[C:46]([OH:53])(=[O:52])/[CH:47]=[CH:48]/[C:49]([OH:51])=[O:50].[OH:43][CH:41]([CH:40]([CH2:46][C:47]1[CH:11]=[CH:10][CH:9]=[CH:49][CH:48]=1)[O:39][C:38]1[CH:37]=[CH:36][C:35]([CH2:34][CH2:33][O:32][CH2:31][CH:28]2[CH2:29][CH2:30]2)=[CH:45][CH:44]=1)[CH2:1][NH:8][CH2:9][CH2:10][C:11]([NH:13][C:14]1[CH:15]=[CH:16][C:17]([C:20]2[CH:21]([CH3:27])[CH2:22][C:23](=[O:26])[NH:24][N:25]=2)=[CH:18][CH:19]=1)=[O:12].[OH:43][CH:41]([CH:40]([CH2:46][C:47]1[CH:19]=[CH:14][CH:15]=[CH:49][CH:48]=1)[O:39][C:38]1[CH:44]=[CH:45][C:35]([CH2:34][CH2:33][O:32][CH2:31][CH:28]2[CH2:30][CH2:29]2)=[CH:36][CH:37]=1)[CH2:42][NH:8][CH2:9][CH2:10][C:11]([NH:13][C:14]1[CH:15]=[CH:16][C:17]([C:20]2[CH:21]([CH3:27])[CH2:22][C:23](=[O:26])[NH:24][N:25]=2)=[CH:18][CH:19]=1)=[O:12]