5-Fluoro-3-iodo-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine → (3-Chloro-benzyl)-[5-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1-methyl-1H-pyrazol-3-yl]-amine

HRID 509991Notes

Reaction equation

HRID 509991 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH2:5][NH:6][C:7]1[CH:8]=[C:9]([CH:13]=O)[N:10]([CH3:12])[N:11]=1.[F:18][C:19]1[CH:20]=[C:21]2[C:27](I)=[CH:26][N:25]([Si](C(C)C)(C(C)C)C(C)C)[C:22]2=[N:23][CH:24]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH2:5][NH:6][C:7]1[CH:8]=[C:9]([CH2:13][C:27]2[C:21]3[C:22](=[N:23][CH:24]=[C:19]([F:18])[CH:20]=3)[NH:25][CH:26]=2)[N:10]([CH3:12])[N:11]=1

Participants

3

Reactant 2

HCID 242292305-Fluoro-3-iodo-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridineHCID 576191725-(3-chloro-benzylamino)-2-methyl-2H-pyrazole-3-carbaldehyde

Product 1

HCID 58259317(3-Chloro-benzyl)-[5-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1-methyl-1H-pyrazol-3-yl]-amine

Procedure

(3-Chloro-benzyl)-[5-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1-methyl-1H-pyrazol-3-yl]-amine P-2006 was prepared in two steps from 5-(3-chloro-benzylamino)-2-methyl-2H-pyrazole-3-carbaldehyde 145 and 5-fluoro-3-iodo-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine 146 as shown in Scheme 18.

Sources & evidence

ORD record
ord-6ec406bc3a5d4003a74a419190ff70e3
Source dataset
uspto-grants-2015_08
Patent number
US09096593B2

Reaction notes

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