HRID2428185

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID13831

Tributylphosphine

C12H27P

HCID73042

1,1′-(1,2-Diazenediyl)bis[1-(1-piperidinyl)methanone]

C12H20N4O2

HCID67148834

未命名化合物

结构：COC(=O)C1=C(c2ccc(O)cc2)C[C@@H]2CC[C@H]1N2C(=O)OC(C)(C)C

HCID131728967

未命名化合物

PRODUCTS

生成物

结构：COC(=O)C1=C(c2ccc(OCc3cc(-c4c(F)ccc(F)c4Cl)no3)cc2)C[C@@H]2CC[C@H]1N2C(=O)OC(C)(C)C

HCID131728975

未命名化合物

收率 99.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

A mixture of compound B4 (6.80 g, 18.9 mmol), [3-(2-chloro-3,6-difluoro-phenyl)-isoxazol-5-yl]-methanol (6.97 g, 28.3 mmol), ADDP (9.55 g, 37.8 mmol) and PBu3 (85%, 13.8 mL, 56.6 mmol) in toluene (280 mL) was heated to reflux for 1 h. The mixture was allowed to cool to rt, and the solvents were removed under reduced pressure. Purification of the residue by FC (EtOAc/heptane 1:1) yielded the title compound (11.0 g, 99%). LC-MS: tR=1.14 min; ES+: 587.30.

WORKUP

后处理

temperaturewas heated
temperatureto reflux for 1 h
customthe solvents were removed under reduced pressure
customPurification of the residue by FC (EtOAc/heptane 1:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ca56c8ed7e654a4888eff9e891bd0f5e
来源数据集: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07968720B2
来源说明: uspto-grants-2011_06

反应 SMILES

[CH3:1][O:2][C:3]([C:5]1[C@@H:6]2[N:19]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C@H:9]([CH2:10][C:11]=1[C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1)[CH2:8][CH2:7]2)=[O:4].[Cl:27][C:28]1[C:33]([F:34])=[CH:32][CH:31]=[C:30]([F:35])[C:29]=1[C:36]1[CH:40]=[C:39]([CH2:41]O)[O:38][N:37]=1.C1CCN(C(N=NC(N2CCCCC2)=O)=O)CC1.P(CCCC)(CCCC)CCCC>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]([C:5]1[C@@H:6]2[N:19]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C@H:9]([CH2:10][C:11]=1[C:12]1[CH:13]=[CH:14][C:15]([O:18][CH2:41][C:39]3[O:38][N:37]=[C:36]([C:29]4[C:30]([F:35])=[CH:31][CH:32]=[C:33]([F:34])[C:28]=4[Cl:27])[CH:40]=3)=[CH:16][CH:17]=1)[CH2:8][CH2:7]2)=[O:4]