1,2-Dichloroethane → HCID 11364880, compound

HRID 2106449Notes

Reaction equation

HRID 2106449 reaction equation
[C:1]([C:5]1([CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([C:23]3[CH:24]=[C:25]([CH3:35])[C:26]4[O:30][C:29]([C:31](O)=[O:32])=[CH:28][C:27]=4[CH:34]=3)([CH2:21][CH3:22])[CH2:19][CH3:20])=[CH:14][C:13]=2[CH3:36])[O:9][CH2:8][CH2:7][O:6]1)([CH3:4])([CH3:3])[CH3:2].C(Cl)CCl.Cl.C[O:43][C:44](=[O:47])[CH2:45][NH2:46]>CN(C1C=CN=CC=1)C>[C:1]([C:5]1([CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([C:23]3[CH:24]=[C:25]([CH3:35])[C:26]4[O:30][C:29]([C:31]([NH:46][CH2:45][C:44]([OH:47])=[O:43])=[O:32])=[CH:28][C:27]=4[CH:34]=3)([CH2:19][CH3:20])[CH2:21][CH3:22])=[CH:14][C:13]=2[CH3:36])[O:6][CH2:7][CH2:8][O:9]1)([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 122755Glycine methyl ester hydrochlorideHCID 11352408HCID 11352408, compound

Product 1

HCID 11364880HCID 11364880, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

5-{1-[4-(2-tert-Butyl-[1,3]dioxolan-2-ylmethoxy)-3-methyl-phenyl]-1-ethylpropyl}-7-methyl-benzofuran-2-carboxylic acid (180 mg, 0.364 mmol), EDC (105 mg, 0.546 mmol), DMAP (133 mg, 1.09 mmol, and glycine methyl ester hydrochloride (68 mg, 0.55 mmol) are reacted to produce the intermediate followed by hydrolysis analogous to Example 7 to give title compound (195 mg, 97%).

Workup

  1. customto produce the intermediate
  2. customfollowed by hydrolysis analogous to Example 7

Sources & evidence

ORD record
ord-0869de30e8c94d9c8f1a3a255af12ca3
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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