5-chloro-3-iodo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine → [5-(5-Chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1H-pyrazol-3-yl]-(4-fluoro-benzyl)-amine

HRID 509994Notes

Reaction equation

HRID 509994 reaction equation
[F:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][NH:7][C:8]2[CH:9]=[C:10]([CH:22]=O)[N:11](CC3C=CC(OC)=CC=3)[N:12]=2)=[CH:4][CH:3]=1.[Cl:26][C:27]1[CH:28]=[C:29]2[C:35](I)=[CH:34][N:33]([Si](C(C)C)(C(C)C)C(C)C)[C:30]2=[N:31][CH:32]=1>>[Cl:26][C:27]1[CH:28]=[C:29]2[C:35]([CH2:22][C:10]3[NH:11][N:12]=[C:8]([NH:7][CH2:6][C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:25][CH:24]=4)[CH:9]=3)=[CH:34][NH:33][C:30]2=[N:31][CH:32]=1

Participants

3

Reactant 2

HCID 580879285-chloro-3-iodo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridineHCID 582591365-(4-fluoro-benzylamino)-2-(4-methoxy-benzyl)-2H-pyrazole-3-carbaldehyde

Product 1

HCID 58259464[5-(5-Chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1H-pyrazol-3-yl]-(4-fluoro-benzyl)-amine

Procedure

[5-(5-Chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1H-pyrazol-3-yl]-(4-fluoro-benzyl)-amine P-2016 was prepared in three steps from 5-(4-fluoro-benzylamino)-2-(4-methoxy-benzyl)-2H-pyrazole-3-carbaldehyde 113 and 5-chloro-3-iodo-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine 4 as shown in Scheme 19.

Sources & evidence

ORD record
ord-4a8b38e5615a41c3ba682226f3b4b003
Source dataset
uspto-grants-2015_08
Patent number
US09096593B2

Reaction notes

Loading…