1,2-Dichloroethane → HCID 11420801, compound

HRID 2106465Notes

Reaction equation

HRID 2106465 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]=[CH:19][C:20]3[O:24][C:23]([C:25](O)=[O:26])=[C:22]([CH3:28])[C:21]=3[CH:29]=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]=[CH:19][C:20]3[O:24][C:23]([C:25]([NH:43][CH2:42][C:41]([OH:40])=[O:44])=[O:26])=[C:22]([CH3:28])[C:21]=3[CH:29]=2)([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:8][C:7]=1[CH3:30]

Participants

6

Reactant 3

HCID 111,2-DichloroethaneHCID 122755Glycine methyl ester hydrochlorideHCID 11328417HCID 11328417, compound

Product 1

HCID 11420801HCID 11420801, compoundYield 100%

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}-3-methyl-benzofuran-2-carboxylic acid (520 mg, 1.154 mmol) in CH2Cl2 (10 mL) and DMAP (422 mg, 3.46 mmol), EDC (332 mg, 1.73 mmol), and glycine methyl ester hydrochloride (217 mg, 1.73 mmol) are reacted and hydrolyzed analogous to Example 7 to yield title compound (390 mg, 100%).

Sources & evidence

ORD record
ord-57ca970c60f94df7ba0308b5ace1000c
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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