Hydrochloric Acid → HCID 70178282, compound

HRID 2186425Notes

Reaction equation

HRID 2186425 reaction equation
C([CH2:5][CH2:6][C@@:7](O[SiH](C)C)([N:9]1[CH:13]=[C:12]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[N:11]=[CH:10]1)[CH3:8])(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.Cl.C([O:46]C(C)C)(C)C>O1CCCC1.C(O)C>[OH:46][CH2:5][CH2:6][C@H:7]([N:9]1[CH:13]=[C:12]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[N:11]=[CH:10]1)[CH3:8]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 2724141Tetrabutylammonium FluorideHCID 137329842HCID 137329842, compound

Product 1

HCID 70178282HCID 70178282, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-[1-[(1R)-3-tertbutyldimethylsiloxy-1-methylpropyl]-1H-imidazol-4-yl]-pyridine (30) (1.12 g, 3.24 mmol) in 4 mL tetrahydrofuran was added 4 mL of 1M tetrabutylammonium flouride, and the reaction was stirred for 10 min. Hydrochloric acid in ethanol was added, followed by isopropyl ether. The solids were collected by filtration and recrystallized from acetonitrile to provide 0.51 g of product.

Workup

  1. filtrationThe solids were collected by filtration
  2. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-6fd57be693c145b2931a29560223592e
Source dataset
uspto-grants-2002_06
Patent number
US06403776B1

Reaction notes

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