Anisole → HCID 20430416, compound

HRID 2413415Notes

Reaction equation

HRID 2413415 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:12][C:13]([C:16]3[CH2:23][S:22][CH:21]4[N:18]([C:19](=[O:33])[CH:20]4[NH:24][C:25](=[O:32])[CH2:26][C:27]4[S:28][CH:29]=[CH:30][CH:31]=4)[C:17]=3[C:34]([O:36]C(C3C=CC=CC=3)C3C=CC=CC=3)=[O:35])=[CH:14][N:15]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C1(OC)C=CC=CC=1>C(O)=O>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[S:12][C:13]([C:16]3[CH2:23][S:22][CH:21]4[N:18]([C:19](=[O:33])[CH:20]4[NH:24][C:25](=[O:32])[CH2:26][C:27]4[S:28][CH:29]=[CH:30][CH:31]=4)[C:17]=3[C:34]([OH:36])=[O:35])=[CH:14][N:15]=2)=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7519AnisoleHCID 20430453HCID 20430453, compound

Product 1

HCID 20430416HCID 20430416, compoundYield 86.3%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Following the working method described in Example 4, 3-[2-(4-acetamido-phenyl)-thiazol-5-yl]-2-benzhydryloxycarbonyl-8-oxo-7-[(thien-2-yl)-acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene (1.5 g) is treated with formic acid (25 cc) and anisole (5 cc) at 50° C. for 20 minutes. 3-[2-(4-acetamido-phenyl)-thiazol-5-yl]-2-carboxy-8-oxo-7-[(thien-2-yl)-acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene (0.99 g) is obtained in the form of a yellow solid.

Sources & evidence

ORD record
ord-0610f80044024c60a2de6fe6597fb2a6
Source dataset
uspto-grants-1985_01
Patent number
US04496560

Reaction notes

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