2-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acid → HCID 88796576, compound

HRID 971713Notes

Reaction equation

HRID 971713 reaction equation
[CH3:1][C:2]1[N:6]=[C:5]([CH2:7][C:8]([OH:10])=O)[O:4][N:3]=1.[NH2:11][CH:12]1[C:30](=[O:31])[N:14]2[C:15]([C:27]([OH:29])=[O:28])=[C:16]([CH:19]([C:21]3[S:22][C:23]([CH3:26])=[N:24][N:25]=3)[SH:20])[CH2:17][S:18][C@H:13]12>C(#N)C>[CH3:1][C:2]1[N:6]=[C:5]([CH2:7][C:8]([NH:11][CH:12]2[C:30](=[O:31])[N:14]3[C:15]([C:27]([OH:29])=[O:28])=[C:16]([CH:19]([C:21]4[S:22][C:23]([CH3:26])=[N:24][N:25]=4)[SH:20])[CH2:17][S:18][C@H:13]23)=[O:10])[O:4][N:3]=1

Participants

4

Reactant 2

HCID 213130182-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acidHCID 88797232HCID 88797232, compound

Product 1

HCID 88796576HCID 88796576, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Using the same procedure, 21.65 mmol of 3-methyl-1,2,4-oxadiazol-5-yl-acetic acid and 21.65 mmol of 7-amino-3-(5-methyl-1,3,4-thiadiazol-2-yl-mercaptomethyl)-3-cephem-4-carboxylic acid in 220 ml of dry acetonitrile were reacted for 3 hours at room temperature and 3 hours at 50° C.±5° C. to obtain a 58% yield of pure 7-[3-methyl-1,2,4-oxadiazol-5-yl-acetamido]-3-[5-methyl-1,3,4-thiadiazol-2-yl-mercaptomethyl]-3-cephem-4-carboxylic acid.

Workup

  1. customwere reacted for 3 hours at room temperature and 3 hours at 50° C.±5° C.

Sources & evidence

ORD record
ord-b58b34a3fe9e47ddbcdacde4ac361a91
Source dataset
uspto-grants-1979_07
Patent number
US04160829

Reaction notes

Loading…