1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 20088290, compound

HRID 275494Notes

Reaction equation

[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH2:15][CH2:16][NH:17][C:18](=[O:22])[C:19]([OH:21])=O)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:5][CH2:4][CH2:3][CH2:2]1.CCN=C=NCCCN(C)C.CN(C1C=CC=CN=1)C.[NH2:43][CH2:44][C:45]1[CH:50]=[CH:49][N:48]=[CH:47][CH:46]=1>>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH2:15][CH2:16][NH:17][C:18]([C:19]([NH:43][CH2:44][C:45]3[CH:50]=[CH:49][N:48]=[CH:47][CH:46]=3)=[O:21])=[O:22])[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

Reactant 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

HCID 218852-Dimethylaminopyridine

HCID 773174-Pyridinemethanamine

HCID 15232861HCID 15232861, compound

Product 1

HCID 20088290HCID 20088290, compound

Procedure

Using a solution of N-[2-(3-cyclopentyloxy-4-methoxyphenyl)ethyl]oxamic acid (284 mg, 0.92 mmol), EDAC (220 mg, 1.16 mmol) and dimethylaminopyridine (140, 1.25 mmol) and 4-aminomethyl pyridine in an analogous method to that of Example 12 above provided the title compound yielding (126 mg, 34%): m.p. 129°-131° C.

Sources & evidence

ORD record: ord-68fb1b88680a47cb909c663533a9e1f1
Source dataset: uspto-grants-1995_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05393788

Reaction notes

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