1,2-Dichloroethane → HCID 11605095, compound

HRID 1442691Notes

Reaction equation

HRID 1442691 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[O:18][C:19]3C=C[C:23]([C:26]([OH:28])=O)=[CH:22][C:20]=3[N:21]=2)([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:8][C:7]=1[CH3:29].[CH2:33](Cl)[CH2:34]Cl.Cl.[CH3:38][NH:39][CH3:40]>CN(C1C=CN=CC=1)C>[CH3:38][N:39]([CH3:40])[C:26]([C:23]1[CH:22]=[CH:20][C:19]2[O:18][C:17]([C:12]([C:9]3[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3](=[O:30])[C:2]([CH3:32])([CH3:1])[CH3:31])=[C:7]([CH3:29])[CH:8]=3)([CH2:15][CH3:16])[CH2:13][CH3:14])=[N:21][C:33]=2[CH:34]=1)=[O:28]

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 10473Dimethylamine, hydrochlorideHCID 11597308HCID 11597308, compound

Product 1

HCID 11605095HCID 11605095, compoundYield 50.2%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

2-{1-[4-(3,3-Dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-benzooxazole-5-carboxylic acid (150 mg, 0.343 mmol), DMAP (125 mg, 1.03 mmol), EDC (99 mg, 0.514 mmol), and dimethylamine hydrochloride (42 mg, 0.514 mmol) are reacted analogous to Example 3 to give the title product (80 mg, 50%). MS (ES) m/e: 465.3 (M+1).

Sources & evidence

ORD record
ord-9db57754d54d476ea79e2d6b7889f612
Source dataset
uspto-grants-2010_02
Patent number
US07659296B2

Reaction notes

Loading…