1,2-Dichloroethane → HCID 11466045, compound

HRID 2106457Notes

Reaction equation

HRID 2106457 reaction equation
[CH3:1][C:2]([CH3:32])([CH3:31])[C:3](=[O:30])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:17]2[CH:18]=[CH:19][C:20]3[O:24][C:23]([C:25](O)=[O:26])=[CH:22][C:21]=3[CH:28]=2)([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:8][C:7]=1[CH3:29].C(Cl)CCl.Cl.C[O:39][C:40](=[O:43])[CH2:41][NH2:42]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:32][C:2]([CH3:1])([CH3:31])[C:3](=[O:30])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:17]2[CH:18]=[CH:19][C:20]3[O:24][C:23]([C:25]([NH:42][CH2:41][C:40]([OH:39])=[O:43])=[O:26])=[CH:22][C:21]=3[CH:28]=2)([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:8][C:7]=1[CH3:29]

Participants

6

Reactant 3

HCID 111,2-DichloroethaneHCID 122755Glycine methyl ester hydrochlorideHCID 11396452HCID 11396452, compound

Product 1

HCID 11466045HCID 11466045, compoundYield 48.6%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

5-{1-[4-(3,3-Dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-benzofuran-2-carboxylic acid (730 mg, 1.672 mmol) in CH2Cl2 (30 mL) and DMAP (612 mg, 5.02 mmol), EDC (481 mg, 2.51 mmol), and glycine methyl ester hydrochloride (313 mg, 2.51 mmol) are reacted and hydrolyzed analogous to Example 7 to yield title compound (401 mg, 47%).

Sources & evidence

ORD record
ord-681ad36551454d1cb7c2e3ae177dda64
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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