2-Chloroisonicotinic acid → HCID 58386429, compound

HRID 74581Notes

Reaction equation

HRID 74581 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][N:10]=1)[C:5]([OH:7])=O.[F:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH2:16][C:15]2([CH3:22])[CH3:21].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]([N:17]2[C:18]3[C:14](=[CH:13][C:12]([F:11])=[CH:20][CH:19]=3)[C:15]([CH3:22])([CH3:21])[CH2:16]2)=[O:7])[CH:8]=[CH:9][N:10]=1

Participants

5

Reactant 3

HCID 2369852-Chloroisonicotinic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 217125755-Fluoro-3,3-dimethylindoline

Product 1

HCID 58386429HCID 58386429, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.17 g (1.1 mmol) 2-chloroisonicotinic acid, 0.18 g (1.1 mmol) 5-fluoro-3,3-dimethyl-2,3-di-hydro-1H-indole, 0.28 mL (2.0 mmol) TEA and 3.0 mL DMF were combined with 0.39 g (1.2 mmol) TBTU and stirred overnight at RT. The reaction mixture was purified by HPLC.

Workup

  1. customThe reaction mixture was purified by HPLC

Sources & evidence

ORD record
ord-3b54a2a32d7b4fdabb852dd2b5818b90
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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