Glycolic Acid → HCID 11584199, compound

HRID 1785937Notes

Reaction equation

HRID 1785937 reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]([N:9]([C@H:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]([C:23](=[O:32])[C:24]3[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=3)[C@@H:15]([CH3:33])[CH2:14]2)[C:10](=[O:12])[CH3:11])[CH:6]=[CH:7][CH:8]=1.[C:34](O)(=[O:37])[CH2:35][OH:36].CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1>>[C:35]([NH:1][CH2:2][C:3]1[CH:4]=[C:5]([N:9]([C@H:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]([C:23](=[O:32])[C:24]3[CH:25]=[CH:26][C:27]([O:30][CH3:31])=[CH:28][CH:29]=3)[C@@H:15]([CH3:33])[CH2:14]2)[C:10](=[O:12])[CH3:11])[CH:6]=[CH:7][CH:8]=1)(=[O:36])[CH2:34][OH:37]

Participants

5

Reactant 4

HCID 757Glycolic AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 58859688HCID 58859688, compound

Product 1

HCID 11584199HCID 11584199, compound

Procedure

N-[3-(aminomethyl)phenyl]-N-[(2S,4R)-1-(4-methoxybenzoyl)-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl]acetamide was then further coupled with glycolic acid using coupling reagent such as EDCI with HOBt to afford N-{3-[(glycoloylamino)methyl]phenyl}-N-[(2S,4R)-1-(4-methoxybenzoyl)-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl]acetamide

Sources & evidence

ORD record
ord-90dfa87f2f53498d924aed3d71d1ebad
Source dataset
uspto-grants-2009_03
Patent number
US07504508B2

Reaction notes

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