1,2-Dichloroethane → HCID 11202956, compound

HRID 2106452Notes

Reaction equation

HRID 2106452 reaction equation
[CH3:1][C:2]([CH3:33])([CH3:32])[C:3](=[O:31])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:17]2[CH:18]=[C:19]([CH3:29])[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[CH3:30].C(Cl)CCl.Cl.C[O:40][C:41](=[O:44])[CH2:42][NH2:43]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:33][C:2]([CH3:1])([CH3:32])[C:3](=[O:31])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:17]2[CH:18]=[C:19]([CH3:29])[C:20]3[O:24][C:23]([C:25]([NH:43][CH2:42][C:41]([OH:40])=[O:44])=[O:26])=[CH:22][C:21]=3[CH:28]=2)([CH2:13][CH3:14])[CH2:15][CH3:16])=[CH:8][C:7]=1[CH3:30]

Participants

6

Reactant 3

HCID 111,2-DichloroethaneHCID 122755Glycine methyl ester hydrochlorideHCID 11316880HCID 11316880, compound

Product 1

HCID 11202956HCID 11202956, compoundYield 97.4%

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}-7-methyl-benzofuran-2-carboxylic acid (360 mg, 0.799 mmol) in CH2Cl2 (10 ml) and DMAP (293 mg, 2.40 mmol), EDC (230 mg, 1.20 mmol), and glycine methyl ester hydrochloride (150 mg, 1.20 mmol) are reacted and hydrolyzed analogous to Example 7 to yield title compound (395 mg, 97%).

Sources & evidence

ORD record
ord-deede78e74414bbabe201084ff0731f6
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

Loading…