Triethylamine → HCID 19743660, compound

HRID 2254290Notes

Reaction equation

HRID 2254290 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])[C:7]([CH2:10][C:11]([OH:13])=O)=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].ON1C(=O)CCC1=O.C1(N=C=NC2CCCCC2)CCCCC1.Cl.[CH3:46][O:47][C:48](=[O:51])[CH2:49][NH2:50].C(N(CC)CC)C>C(Cl)Cl>[CH3:46][O:47][C:48](=[O:51])[CH2:49][NH:50][C:11]([CH2:10][C:7]1[N:6]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])[C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[N:9][CH:8]=1)=[O:13]

Participants

7

Reactant 5

HCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 122755Glycine methyl ester hydrochlorideHCID 15696755HCID 15696755, compound

Product 1

HCID 19743660HCID 19743660, compoundYield 53.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The procedure of Example 1-(iii) was followed using 0.5 g (1.63 mmol) of 2-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]acetic acid, 0.21 g (1.79 mmol) of N-hydroxysuccinimide, 0.37 g (1.79 mmol) of dicyclohexylcarbodiimide, 0.27 g (2.12 mmol) of glycine methyl ester hydrochloride, triethylamine (0.3 mL, 2.12 mmol) and methylene chloride (15 mL), there was obtained 0.33 g (53%) of N-[{2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-yl}methylcarbonyl]glycine methyl ester as an oil.

Sources & evidence

ORD record
ord-fc0458600fd84b9eabcbc52fc71bd3bf
Source dataset
uspto-grants-1993_08
Patent number
US05234917

Reaction notes

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