N-Iodosuccinimide → HCID 131735636, compound

HRID 530009Notes

Reaction equation

HRID 530009 reaction equation
[Cl:1][N:2]1[CH:10]=[C:9]2[C:4]([CH:5]=[CH:6][CH:7]=[N:8]2)=[N:3]1.C1C(=O)N([I:18])C(=O)C1>>[Cl:1][N:2]1[C:10]([I:18])=[C:9]2[C:4]([CH:5]=[CH:6][CH:7]=[N:8]2)=[N:3]1

Participants

3

Reactant 2

HCID 120273N-IodosuccinimideHCID 131735637HCID 131735637, compound

Product 1

HCID 131735636HCID 131735636, compound

Procedure

2-Heteroaryl pyrazolopyridines can be synthesized according to Scheme 1. 2-Chloro pyrazolopyridine 1 can be treated with NIS to yield 2-chloro-3-iodo pyrazolopyridine 2 which can be converted to 3-substituted 2-chloro pyrazolopyridine 3 under Suzuki conditions. Further Suzuki reaction of 3 with an appropriate heteroaryl boronate affords the desired 2-heteroaryl pyrazolopyridine 4.

Sources & evidence

ORD record
ord-bb85320b48734c3c9fefc2a4e43d553a
Source dataset
uspto-grants-2016_05
Patent number
US09351973B2

Reaction notes

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