Acetic Anhydride → N-[4-(9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl)benzyl]acetamide

HRID 1678786Notes

Reaction equation

HRID 1678786 reaction equation
[C:1]1([C:7]2[C:8]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][NH2:27])=[CH:22][CH:21]=3)=[N:9][C:10]3[CH:11]=[CH:12][N:13]4[CH:19]=[N:18][N:17]=[C:14]4[C:15]=3[CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[C:35](OC(=O)C)(=[O:37])[CH3:36]>C(O)C>[C:1]1([C:7]2[C:8]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][NH:27][C:35](=[O:37])[CH3:36])=[CH:22][CH:21]=3)=[N:9][C:10]3[CH:11]=[CH:12][N:13]4[CH:19]=[N:18][N:17]=[C:14]4[C:15]=3[CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 159792721-[4-(9-Phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl)phenyl]methanamine

Product 1

HCID 15979533N-[4-(9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl)benzyl]acetamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 4-3 (0.02 g, 0.06 mMol) and triethylamine (0.02 mL, 0.2 mMol) in absolute ethanol (0.5 mL) was added acetic anhydride (0.02 mL, 0.2 mMol). The reaction was complete after 10 minutes and was purified directly on a C18 reverse phase HPLC to give 18-1 as a solid. LC/MS (M+1) calculated: 394.5; observed: 394.2

Workup

  1. customwas purified directly on a C18 reverse phase HPLC

Sources & evidence

ORD record
ord-14a767a11b554f0f9014b42d5b0d556b
Source dataset
uspto-grants-2011_08
Patent number
US08008317B2

Reaction notes

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