3-iodo-5-methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine → [6-Fluoro-5-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-(6-methoxy-pyridin-3-yl)-amine

HRID 1396163Notes

Reaction equation

HRID 1396163 reaction equation
I[C:2]1[C:10]2[C:5](=[N:6][CH:7]=[C:8]([CH3:11])[CH:9]=2)[N:4]([Si](C(C)C)(C(C)C)C(C)C)[CH:3]=1.[F:22][C:23]1[C:28]([CH:29]=O)=[CH:27][CH:26]=[C:25]([NH:31][C:32]2[CH:33]=[N:34][C:35]([O:38][CH3:39])=[CH:36][CH:37]=2)[N:24]=1>>[F:22][C:23]1[N:24]=[C:25]([NH:31][C:32]2[CH:33]=[N:34][C:35]([O:38][CH3:39])=[CH:36][CH:37]=2)[CH:26]=[CH:27][C:28]=1[CH2:29][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[C:8]([CH3:11])[CH:9]=2)[NH:4][CH:3]=1

Participants

3

Reactant 2

HCID 582588923-iodo-5-methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridineHCID 584857752-Fluoro-6-(6-methoxy-pyridin-3-ylamino)-pyridine-3-carbaldehyde

Product 1

HCID 54589367[6-Fluoro-5-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-(6-methoxy-pyridin-3-yl)-amine

Procedure

[6-Fluoro-5-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-(6-methoxy-pyridin-3-yl)-amine P-3019 is prepared in two steps from 3-iodo-5-methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine 8 and 2-fluoro-6-(6-methoxy-pyridin-3-ylamino)-pyridine-3-carbaldehyde 56 as shown in Scheme 11.

Sources & evidence

ORD record
ord-d45d5ff71d864695893c2692ce8953d6
Source dataset
uspto-grants-2014_12
Patent number
US08901118B2

Reaction notes

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