1,1-Dimethylethyl 2,2-dimethyl-1-piperazinecarboxylate → 1-{2-[3-(3,3-Dimethyl-piperazin-1-yl)-phenyl]-5H-pyrrolo[2,3-b]pyrazin-7-yl}-2,2-dimethyl-propan-1-one

HRID 1677498Notes

Reaction equation

I[C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]3[C:16]([C:17](=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:15][N:14](COCC[Si](C)(C)C)[C:11]3=[N:12][CH:13]=2)[CH:5]=[CH:6][CH:7]=1.C(OC([N:38]1[CH2:43][CH2:42][NH:41][CH2:40][C:39]1([CH3:45])[CH3:44])=O)(C)(C)C>>[CH3:44][C:39]1([CH3:45])[NH:38][CH2:43][CH2:42][N:41]([C:2]2[CH:3]=[C:4]([C:8]3[N:9]=[C:10]4[C:16]([C:17](=[O:22])[C:18]([CH3:20])([CH3:19])[CH3:21])=[CH:15][NH:14][C:11]4=[N:12][CH:13]=3)[CH:5]=[CH:6][CH:7]=2)[CH2:40]1

Participants

Reactant 2

HCID 299224001,1-Dimethylethyl 2,2-dimethyl-1-piperazinecarboxylate

HCID 595405201-[2-(3-iodo-phenyl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one

Product 1

HCID 595407161-{2-[3-(3,3-Dimethyl-piperazin-1-yl)-phenyl]-5H-pyrrolo[2,3-b]pyrazin-7-yl}-2,2-dimethyl-propan-1-one

Procedure

1-{2-[3-(3,3-Dimethyl-piperazin-1-yl)-phenyl]-5H-pyrrolo[2,3-b]pyrazin-7-yl}-2,2-dimethyl-propan-1-one was prepared starting from 1-[2-(3-iodo-phenyl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one and 2,2-Dimethyl-piperazine-1-carboxylic acid tert-butyl ester following general procedures as described in these Examples. M+H=392.

Sources & evidence

ORD record: ord-050887d6b82a4920b70ea69c5a59c271
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08008298B2

Reaction notes

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