HCID 67346423, compound → HCID 59540622, compound

HRID 1677507Notes

Reaction equation

HRID 1677507 reaction equation
[CH3:1][C:2]([CH3:40])([CH3:39])[C:3]([C:5]1[C:13]2[C:8](=[N:9][CH:10]=[C:11]([C:14]3[CH:15]=[C:16]([CH:23]=[C:24]([N:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)[CH:25]=3)[C:17]([NH:19][CH2:20][CH2:21][OH:22])=[O:18])[N:12]=2)[N:7](COCC[Si](C)(C)C)[CH:6]=1)=[O:4]>C(Cl)Cl.CO>[CH3:1][C:2]([CH3:40])([CH3:39])[C:3]([C:5]1[C:13]2[C:8](=[N:9][CH:10]=[C:11]([C:14]3[CH:15]=[C:16]([CH:23]=[C:24]([N:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)[CH:25]=3)[C:17]([NH:19][CH2:20][CH2:21][OH:22])=[O:18])[N:12]=2)[NH:7][CH:6]=1)=[O:4]

Participants

3

Reactant 1

HCID 67346423HCID 67346423, compound

Product 1

HCID 59540622HCID 59540622, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

3-[7-(2,2-Dimethyl-propionyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-N-(2-hydroxy-ethyl)-5-pyrrolidin-1-yl-benzamide was prepared following the same procedure but using 3-[7-(2,2-dimethyl-propionyl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-N-(2-hydroxy-ethyl)-5-pyrrolidin-1-yl-benzamide as starting material. The product was obtained in 83% yield after SiO2 chromatography (DCM/MeOH 0-5% MeOH).

Sources & evidence

ORD record
ord-053c147816f94cbcb26160171165a727
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

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