1,2-Dichloroethane → HCID 11518859, compound

HRID 1442692Notes

Reaction equation

HRID 1442692 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]3[CH:25]=[CH:24][C:23]([C:26](O)=[O:27])=[CH:22][C:20]=3[N:21]=2)([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:8][C:7]=1[CH3:29].C(Cl)CCl.Cl.C[O:39][C:40](=[O:43])[CH2:41][NH2:42]>CN(C1C=CN=CC=1)C>[CH3:32][C:2]([CH3:1])([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]3[CH:25]=[CH:24][C:23]([C:26]([NH:42][CH2:41][C:40]([OH:39])=[O:43])=[O:27])=[CH:22][C:20]=3[N:21]=2)([CH2:13][CH3:14])[CH2:15][CH3:16])=[CH:8][C:7]=1[CH3:29]

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 122755Glycine methyl ester hydrochlorideHCID 11597308HCID 11597308, compound

Product 1

HCID 11518859HCID 11518859, compoundYield 76.6%

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 glycine methyl ester hydrochloride (64 mg, 0.514 mmol) are reacted and hydrolyzed analogous to Example 4 to give the title product (130 mg, 76%). MS (ES) m/e: 495.3 (M+1), 493.3 (M−1).

Sources & evidence

ORD record
ord-668514d4aa7741e8883b94928a2866ec
Source dataset
uspto-grants-2010_02
Patent number
US07659296B2

Reaction notes

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