N-methoxy-N,4-dimethyloxane-4-carboxamide → (4-Methyl-tetrahydro-pyran-4-yl)-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone

HRID 1677393Notes

Reaction equation

HRID 1677393 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.CON(C)[C:36]([C:38]1([CH3:44])[CH2:43][CH2:42][O:41][CH2:40][CH2:39]1)=[O:37]>>[CH3:44][C:38]1([C:36]([C:2]2[C:10]3[C:5](=[N:6][CH:7]=[C:8]([C:11]4[CH:12]=[C:13]([O:21][CH3:22])[C:14]([O:19][CH3:20])=[C:15]([O:17][CH3:18])[CH:16]=4)[N:9]=3)[NH:4][CH:3]=2)=[O:37])[CH2:43][CH2:42][O:41][CH2:40][CH2:39]1

Participants

3

Reactant 2

HCID 21911985N-methoxy-N,4-dimethyloxane-4-carboxamideHCID 595405257-iodo-5-triisopropylsilanyl-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine

Product 1

HCID 44206707(4-Methyl-tetrahydro-pyran-4-yl)-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone

Procedure

(4-Methyl-tetrahydro-pyran-4-yl)-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone was prepared starting from 7-iodo-5-triisopropylsilanyl-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine and 4-methyl-tetrahydro-pyran-4-carboxylic acid methoxy-methyl-amide following general procedures as described in these Examples. 66, to afford a pale yellow solid. M+H=412.

Workup

  1. custom66, to afford a pale yellow solid

Sources & evidence

ORD record
ord-22e27506bd8446389252acedbac42bef
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

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