(1,1'-Biphenyl)-4-carboxylic acid → HCID 18625825, compound

HRID 1859891Notes

Reaction equation

HRID 1859891 reaction equation
C(O[C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH:19]([O:25][C:26]2[CH:31]=[CH:30][C:29]([CH:32]([CH3:34])[CH3:33])=[CH:28][CH:27]=2)[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:14][CH:13]=1)=[O:7])(C)(C)C.[C:35]1([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[CH:40]=[CH:39][C:38](C(O)=O)=[CH:37][CH:36]=1.C(P(=O)(OCC)OCC)#N>C(N(CC)CC)C>[C:35]1([C:44]2[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=2)[CH:40]=[CH:39][C:38]([C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH:19]([O:25][C:26]3[CH:31]=[CH:30][C:29]([CH:32]([CH3:33])[CH3:34])=[CH:28][CH:27]=3)[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:14][CH:13]=2)=[O:7])=[CH:37][CH:36]=1

Participants

5

Reactant 3

HCID 66724(1,1'-Biphenyl)-4-carboxylic acidHCID 76257Diethyl cyanophosphonateHCID 18625744HCID 18625744, compound

Product 1

HCID 18625825HCID 18625825, compoundYield 74.7%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In a similar manner to that described in Example 73, a reaction was carried out using ethyl 3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]-2-(4-isopropylphenoxy)propionate (723 mg), which is the product of Reference example 25, biphenyl-4-carboxylic acid (303 mg), diethyl cyanophosphonate (0.25 ml) and triethylamine (0.47 ml) and the reaction mixture was treated to give the title compound (630 mg) as a yellow oil.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-c508c1c5e74948d38500c39657aa341c
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

Loading…