2-Chloro-3-fluoro-5-iodo-4-methylpyridine → (1S,2S)-N-(7-(6-chloro-5-fluoro-4-methylpyridin-3-yl)isoquinolin-3-yl)-2-fluorocyclopropanecarboxamide

HRID 1502453Notes

Reaction equation

HRID 1502453 reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[C:6]([CH3:9])[C:5](I)=[CH:4][N:3]=1.[F:11][C@H:12]1[CH2:14][C@H:13]1[C:15]([NH:17][C:18]1[N:19]=[CH:20][C:21]2[C:26]([CH:27]=1)=[CH:25][CH:24]=[C:23](B1OC(C)(C)C(C)(C)O1)[CH:22]=2)=[O:16]>>[Cl:1][C:2]1[N:3]=[CH:4][C:5]([C:23]2[CH:22]=[C:21]3[C:26]([CH:27]=[C:18]([NH:17][C:15]([C@@H:13]4[CH2:14][C@@H:12]4[F:11])=[O:16])[N:19]=[CH:20]3)=[CH:25][CH:24]=2)=[C:6]([CH3:9])[C:7]=1[F:8]

Participants

3

Reactant 2

HCID 102652232-Chloro-3-fluoro-5-iodo-4-methylpyridineHCID 71115194(1S,2S)-2-fluoro-N-(7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-3-yl)cyclopropanecarboxamide

Product 1

HCID 86674978(1S,2S)-N-(7-(6-chloro-5-fluoro-4-methylpyridin-3-yl)isoquinolin-3-yl)-2-fluorocyclopropanecarboxamide

Procedure

The title compound was prepared following a procedure similar to that described for Example 12, using 2-chloro-3-fluoro-5-iodo-4-methyl-pyridine and (1S,2S)-2-fluoro-N-(7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-3-yl)cyclopropanecarboxamide, and was carried forward without purification; 0.407 g (98%).

Workup

  1. customwas carried forward without purification

Sources & evidence

ORD record
ord-5039310460ea49558de0e19698c4a6fb
Source dataset
uspto-grants-2015_12
Patent number
US09206175B2

Reaction notes

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