Acetic Anhydride → HCID 89444616, compound

HRID 526003Notes

Reaction equation

HRID 526003 reaction equation
[OH:1]/[N:2]=[C:3](/[C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12](=[O:19])[CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16])=[N:9][CH:10]=1)\[NH2:4].[C:20](OC(=O)C)(=[O:22])[CH3:21]>ClCCl>[C:20]([O:1]/[N:2]=[C:3](/[C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12](=[O:19])[CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16])=[N:9][CH:10]=1)\[NH2:4])(=[O:22])[CH3:21]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 89443940HCID 89443940, compound

Product 1

HCID 89444616HCID 89444616, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of methyl 4-[[5-[(Z)—N′-hydroxycarbamimidoyl]-2-pyridyl]amino]-4-oxo-butanoate (obtained as described in step 1, 0.15 g, 0.56 mmol, 1 equiv.) in dichloromethane (30 mL) was added acetic anhydride (1.98 mL, 20.3 mmol, 36 equiv.). The mixture was stirred for 5 days, before concentration under vacuum giving methyl 4-[[5-[(Z)—N′-acetoxycarbamimidoyl]-2-pyridyl]amino]-4-oxo-butanoate which is used in the next step without extra purification.

Sources & evidence

ORD record
ord-f355db8ef8f54fa39c31e1e77485068e
Source dataset
uspto-grants-2016_05
Patent number
US09345244B2

Reaction notes

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