1,2-Dichloroethane → HCID 11156676, compound

HRID 2106473Notes

Reaction equation

HRID 2106473 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]([OH:27])=O)=[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:41][C:42](=[O:46])[CH2:43][NH:44][CH3:45])C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:32][C:2]([CH3:33])([CH3:1])[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]([N:44]([CH2:43][C:42]([OH:46])=[O:41])[CH3:45])=[O:27])=[CH:22][C:21]=3[CH:28]=2)([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:8][C:7]=1[CH3:30]

Participants

6

Reactant 3

HCID 111,2-DichloroethaneHCID 171173Ethyl N-methylaminoacetate hydrochlorideHCID 11316880HCID 11316880, compound

Product 1

HCID 11156676HCID 11156676, compoundYield 73.1%

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 (720 mg, 1.60 mmol) in CH2Cl2 (10 mL) and DMAP (586 mg, 4.80 mmol) and EDC (460 mg, 2.40 mmol) are reacted with sarcosine ethyl ester hydrochloride (368 mg, 2.40 mmol) and the intermediate ester is hydrolyzed analogous to Example 7 to yield title compound (610 mg, 73%). MS (ES) m/e: 520.3 (M−1), 522.3 (M+1)

Sources & evidence

ORD record
ord-e91e0e9722854463bb370ea17f4bac6c
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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