1,1'-Carbonyldiimidazole → Ethyl 2-butyl-3-[4-[2-(4'-methoxymethoxy-3',5'-dimethylbiphenyl-4-carbonylamino)ethoxy]phenyl]propionate

HRID 1860022Notes

Reaction equation

HRID 1860022 reaction equation
[NH2:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([CH2:18][CH2:19][CH2:20][CH3:21])[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:7][CH:6]=1.[CH3:22][O:23][CH2:24][O:25][C:26]1[C:31]([CH3:32])=[CH:30][C:29]([C:33]2[CH:38]=[CH:37][C:36]([C:39](O)=[O:40])=[CH:35][CH:34]=2)=[CH:28][C:27]=1[CH3:42].C(N1C=CN=C1)(N1C=CN=C1)=O>>[CH2:18]([CH:12]([CH2:11][C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH2:2][NH:1][C:39]([C:36]2[CH:37]=[CH:38][C:33]([C:29]3[CH:30]=[C:31]([CH3:32])[C:26]([O:25][CH2:24][O:23][CH3:22])=[C:27]([CH3:42])[CH:28]=3)=[CH:34][CH:35]=2)=[O:40])=[CH:6][CH:7]=1)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 186257084'-Methoxymethoxy-3',5'-dimethylbiphenyl-4-carboxylic acidHCID 18625891Ethyl 3-[4-(2-aminoethoxy)phenyl]-2-butylpropionate

Product 1

HCID 18625993Ethyl 2-butyl-3-[4-[2-(4'-methoxymethoxy-3',5'-dimethylbiphenyl-4-carbonylamino)ethoxy]phenyl]propionateYield 1,068.4%

Procedure

In a similar manner to that described in Example 5, a reaction was carried out using ethyl 3-[4-(2-aminoethoxy)phenyl]-2-butylpropionate (880 mg), which is the product of Reference example 6, 4′-methoxymethoxy-3′,5′-dimethylbiphenyl-4-carboxylic acid (859 mg), which is the product of reference example 17(b), and carbonyldiimidazole (577 mg) and the reaction mixture was treated to afford the desired compound (1 18 g) as colorless crystals.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-aea6746046dc4bf288328905c9a9419b
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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