Methanesulfonic Acid → HCID 20402459, compound

HRID 1980415Notes

Reaction equation

HRID 1980415 reaction equation
[CH:1]([O:14][C:15]([C:17]1[N:18]2[CH:21]([S:22](=[O:36])[CH2:23][C:24]=1[C:25]1[S:29][C:28]([C:30]3[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=3)=[N:27][CH:26]=1)[CH:20]([NH:37]C(OC(C)(C)C)=O)[C:19]2=[O:45])=[O:16])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CS(O)(=O)=O>C(#N)C>[NH2:37][CH:20]1[C:19](=[O:45])[N:18]2[CH:21]1[S:22](=[O:36])[CH2:23][C:24]([C:25]1[S:29][C:28]([C:30]3[CH:31]=[CH:32][N:33]=[CH:34][CH:35]=3)=[N:27][CH:26]=1)=[C:17]2[C:15]([O:14][CH:1]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:16]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 20402460HCID 20402460, compound

Product 1

HCID 20402459HCID 20402459, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-Benzhydryloxycarbonyl-7-t-butoxycarbonylamino-8-oxo-3-[2-(pyridin-4-yl)-thiazol-5-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene 5-oxide (6.4 g) is treated with methanesulphonic acid (6 cc) in acetonitrile (60 cc) in accordance with the procedure of Example 2 to give 7-amino-2-benzhydryloxycarbonyl-8-oxo-3-[2-(pyridin-4-yl)thiazol-5-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene 5-oxide (2.7 g) in the form of a hard brown foam.

Sources & evidence

ORD record
ord-8d90e6afb1e447228d0978e44699e4f2
Source dataset
uspto-grants-1985_04
Patent number
US04508717

Reaction notes

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