Tetrabutylammonium Fluoride → HCID 22452057, compound

HRID 1023292Notes

Reaction equation

HRID 1023292 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:23][CH2:24][CH2:25][CH2:26][O:27][Si](C(C)(C)C)(C)C)=[C:17]([N+:20]([O-:22])=[O:21])[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[F:8].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.C(Cl)Cl.CO>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:23][CH2:24][CH2:25][CH2:26][OH:27])=[C:17]([N+:20]([O-:22])=[O:21])[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 3

HCID 2724141Tetrabutylammonium FluorideHCID 21226129Dichloromethane methanolHCID 23159389HCID 23159389, compound

Product 1

HCID 22452057HCID 22452057, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared from 4-[(3-Chloro-4-fluorophenyl)amino]-7-{3-[(tert-butyl-dimethylsilyl)oxy]propyloxy}-6-nitroquinazoline by splitting off the protective silyl group with tetrabutyl ammonium fluoride in tetrahydrofuran. Yield: 94% of theory; Rf value: 0.61 (silica gel, methylene chloride/methanol/concentrated aqueous ammonia solution=90:10:0.1); mass spectrum (ESI−): m/z=391, 393 [M−H]−.

Sources & evidence

ORD record
ord-f831cbce005e43e5b8e851129fe2fdd9
Source dataset
uspto-grants-2014_05
Patent number
US08722694B2

Reaction notes

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