tert-Butyl 2,7-diazaspiro[4.4]nonane-2-carboxylate → 1-{2-[3-(2,7-Diaza-spiro[4.4]non-2-yl)-phenyl]-5H-pyrrolo[2,3-b]pyrazin-7-yl}-2,2-dimethyl-propan-1-one

HRID 1677495Notes

Reaction equation

HRID 1677495 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[CH2:42][CH2:41][C:40]2([CH2:46][CH2:45][NH:44][CH2:43]2)[CH2:39]1)=O)(C)(C)C>>[CH2:39]1[C:40]2([CH2:46][CH2:45][NH:44][CH2:43]2)[CH2:41][CH2:42][N:38]1[C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]3[C:16]([C:17](=[O:22])[C:18]([CH3:20])([CH3:19])[CH3:21])=[CH:15][NH:14][C:11]3=[N:12][CH:13]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 23282813tert-Butyl 2,7-diazaspiro[4.4]nonane-2-carboxylateHCID 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 595410541-{2-[3-(2,7-Diaza-spiro[4.4]non-2-yl)-phenyl]-5H-pyrrolo[2,3-b]pyrazin-7-yl}-2,2-dimethyl-propan-1-one

Procedure

1-{2-[3-(2,7-Diaza-spiro[4.4]non-2-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 2,7-diaza-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester following general procedures as described in these Examples. M+H=404.

Sources & evidence

ORD record
ord-fb4113bc5e274e3cb0edf8cc3b508b1a
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

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