Quinaldic Acid → HCID 10228381, compound

HRID 2417258Notes

Reaction equation

[OH:1][NH:2][C:3](=[O:23])[CH:4]([S:10]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]#[C:21][CH3:22])=[CH:14][CH:13]=1)=[O:11])[CH2:5][CH2:6][CH2:7][CH2:8][NH2:9].[C:24](O)(=[O:35])[C:25]1[CH:34]=[CH:33][C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[N:26]=1>>[CH2:19]([O:18][C:15]1[CH:14]=[CH:13][C:12]([S:10]([CH:4]([C:3](=[O:23])[NH:2][OH:1])[CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:24]([C:25]2[CH:34]=[CH:33][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[N:26]=2)=[O:35])=[O:11])=[CH:17][CH:16]=1)[C:20]#[C:21][CH3:22]

Participants

Reactant 2

HCID 7124Quinaldic Acid

HCID 54253310HCID 54253310, compound

Product 1

HCID 10228381HCID 10228381, compound

Procedure

6-Amino-2-(4-but-2-ynoxy-benzenesulfinyl)-hexanoic acid hydroxyamide resin (0.33 g, 1.1 meq/g) prepared in step B was acylated with quinaldic acid (1.2 g, 4.0 eq) according to the procedure in Example 13, Step E to give quinoline-2-carboxylic acid [5-(4-but-2-ynyloxy-benzenesulfinyl)-5-hydroxycarbamoyl-pentyl]-amide resin.

Sources & evidence

ORD record: ord-339e53c239824cce8e9adbe24974d436
Source dataset: uspto-grants-2004_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06825354B2

Reaction notes

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