Acetonitrile → HCID 131717791, compound

HRID 2082614Notes

Reaction equation

HRID 2082614 reaction equation
[Na+:1].C([O:5][C:6]1[CH:7]=[C:8]([CH:37]=[CH:38][C:39]=1[O:40]C(=O)C)[C:9]([NH:11][CH2:12][C:13]1[CH2:20][S:19][CH:18]2[N:15]([CH2:16][CH:17]2[NH:21][C:22](=[O:33])[C:23]([C:27]2[N:28]=[C:29]([NH2:32])[S:30][CH:31]=2)=[N:24][O:25][CH3:26])[C:14]=1[C:34]([O-:36])=[O:35])=[O:10])(=O)C.CC#N>C([O-])(O)=O.[Na+].CO>[Na+:1].[OH:5][C:6]1[CH:7]=[C:8]([CH:37]=[CH:38][C:39]=1[OH:40])[C:9]([NH:11][CH2:12][C:13]1[CH2:20][S:19][CH:18]2[N:15]([CH2:16][CH:17]2[NH:21][C:22](=[O:33])[C:23]([C:27]2[N:28]=[C:29]([NH2:32])[S:30][CH:31]=2)=[N:24][O:25][CH3:26])[C:14]=1[C:34]([O-:36])=[O:35])=[O:10]

Participants

5

Reactant 2

HCID 6342AcetonitrileHCID 131717792HCID 131717792, compound

Product 1

HCID 131717791HCID 131717791, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 516892Sodium BicarbonateSolvent

Procedure

By following the procedures and conditions described in Example 29, 20 mg (0.031 mmol) of [6R-[6 alpha,7 beta(Z)]]-3-[[[3,4-bis(acetyloxy)benzoyl]amino]methyl]-7-[[2-amino-4-thiazolyl)-(methoxyimino)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monosodium salt (Example 30) in 1 mL of saturated aqueous NaHCO3 and 500 μL of methanol gave 10 mg (60%) of a white solid after chromatography (reverse phase, 0-20% CH3CN) and lyophilization.

Sources & evidence

ORD record
ord-a2b18ae70c6647beae8a289ddfec773b
Source dataset
uspto-grants-1993_02
Patent number
US05189157

Reaction notes

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