N,2-dimethoxy-N-methylacetamide → HCID 59540955, compound

HRID 1677437Notes

Reaction equation

HRID 1677437 reaction equation
I[C:2]1[C:10]2[C:5](=[N:6][CH:7]=[C:8]([C:11]3[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][CH3:20])=[C:13]([O:21][CH3:22])[CH:12]=3)[N:9]=2)[N:4]([Si](C(C)C)(C(C)C)C(C)C)[CH:3]=1.[CH3:33][O:34][CH2:35][C:36](N(OC)C)=[O:37]>>[CH3:33][O:34][CH2:35][C:36]([C:2]1[C:10]2[C:5](=[N:6][CH:7]=[C:8]([C:11]3[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][CH3:20])=[C:13]([O:21][CH3:22])[CH:12]=3)[N:9]=2)[NH:4][CH:3]=1)=[O:37]

Participants

3

Reactant 2

HCID 14872187N,2-dimethoxy-N-methylacetamideHCID 595405257-iodo-5-triisopropylsilanyl-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine

Product 1

HCID 59540955HCID 59540955, compound

Procedure

2-Methoxy-1-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-ethanone was prepared starting from 7-iodo-5-triisopropylsilanyl-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine and 2,N-dimethoxy-N-methyl-acetamide (Journal of Medicinal Chemistry, 47(10), 2405-2408; 2004) following general procedures as described in these Examples, to afford a pale yellow solid. MP 229-230° C., M+H=358.

Workup

  1. customto afford a pale yellow solid

Sources & evidence

ORD record
ord-b0be42aa22554b86ac309eca24a31fa2
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

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