1,2-Dichloroethane → HCID 11477108, compound

HRID 2106450Notes

Reaction equation

HRID 2106450 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.[CH3:39][NH:40][CH3:41]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:39][N:40]([CH3:41])[C:25]([C:23]1[O:24][C:20]2[C:19]([CH3:29])=[CH:18][C:17]([C:12]([C:9]3[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3](=[O:31])[C:2]([CH3:33])([CH3:32])[CH3:1])=[C:7]([CH3:30])[CH:8]=3)([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:28][C:21]=2[CH:22]=1)=[O:26]

Participants

6

Reactant 3

HCID 111,2-DichloroethaneHCID 10473Dimethylamine, hydrochlorideHCID 11316880HCID 11316880, compound

Product 1

HCID 11477108HCID 11477108, compoundYield 98%

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 (270 mg, 0.599 mmol) in CH2Cl2 (10 mL) and DMAP (220 mg, 1.80 mmol), EDC (172 mg, 0.898 mmol), and dimethyl amine hydrochloride (73 mg, 0.90 mmol) are reacted analogous to Example 5 to yield title compound (280 mg, 98%).

Sources & evidence

ORD record
ord-08bf5c2cd961408398e1fad884e4b93f
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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