HRID860440

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8857

Ethyl acetate

C4H8O2

HCID521998

4-Methylbenzenesulfonic acid hydrate

C7H10O4S

结构：CCOC(=O)CCCCCC(C(C)=O)C(=O)c1ccc(F)cc1

HCID57444527

未命名化合物

HCID69311541

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)CCCCCc1c(C)nn2c(CC)ccc2c1-c1ccc(F)cc1

HCID69308101

未命名化合物

结构：CCOC(=O)CCCCCc1c(-c2ccc(F)cc2)nn2c(CC)ccc2c1-c1ccc(F)cc1

HCID69308766

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

溶剂HCID962

Water

H2O

PROCEDURE

实验过程

A mixture of ethyl 7-(4-fluorobenzoyl)-8-oxononanoate (300 mg), (1-amino-5-ethyl-1H-pyrrol-2-yl)(4-fluorophenyl)methanone (216 mg), and p-toluenesulfonic acid monohydrate (35.4 mg) in ethanol (6 ml) was refluxed for 5 hours. The mixture was partioned between ethyl acetate and water. The organic layer was separated, washed with brine, dried over magnesium sulfate, and evaporated. The residue was chromatographed on silica gel eluting with a mixture of ethyl acetate and hexane (1:4) to give ethyl 6-[7-ethyl-2,4-bis(4-fluorophenyl)pyrrolo[1,2-b]pyridazin-3-yl]hexanoate (83 mg) and ethyl 6-[7-ethyl-4-(4-fluorophenyl)-2-methylpyrrolo[1,2-b]pyridazin-3-yl]hexanoate (40 mg) as an oil.

WORKUP

后处理

temperaturewas refluxed for 5 hours
customThe organic layer was separated
washwashed with brine
dry with materialdried over magnesium sulfate
customevaporated
customThe residue was chromatographed on silica gel eluting with a mixture of ethyl acetate and hexane (1:4)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a936da50096a4a398d4d232617be9aa1
来源数据集: uspto-grants-2006_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07153854B2
来源说明: uspto-grants-2006_12

反应 SMILES

[F:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([CH:8]([C:19](=O)[CH3:20])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=O)=[CH:4][CH:3]=1.[NH2:24][N:25]1[C:29]([CH2:30][CH3:31])=[CH:28][CH:27]=[C:26]1[C:32]([C:34]1[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=1)=O.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(OCC)(=O)C>C(O)C.O>[CH2:30]([C:29]1[N:25]2[N:24]=[C:6]([C:5]3[CH:22]=[CH:23][C:2]([F:1])=[CH:3][CH:4]=3)[C:8]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[C:32]([C:34]3[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=3)[C:26]2=[CH:27][CH:28]=1)[CH3:31].[CH2:32]([C:26]1[N:25]2[N:24]=[C:19]([CH3:20])[C:8]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[C:6]([C:5]3[CH:22]=[CH:23][C:2]([F:1])=[CH:3][CH:4]=3)[C:29]2=[CH:28][CH:27]=1)[CH3:34]