t-Butylammonium fluoride → HCID 86753882, compound

HRID 1418398Notes

Reaction equation

HRID 1418398 reaction equation
[ClH:1].C[Si]([C:6]#[C:7][CH:8]1[N:17]=[C:16]([NH2:18])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9]1)(C)C.[F-].C([NH3+])(C)(C)C>C1COCC1>[ClH:1].[C:7]([CH:8]1[N:17]=[C:16]([NH2:18])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9]1)#[CH:6]

Participants

4

Reactant 2

HCID 21866379t-Butylammonium fluorideHCID 67568688HCID 67568688, compound

Product 1

HCID 86753882HCID 86753882, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 1,2-dihydro-2-(trimethylsilylethynyl)-4-quinazolinamine hydrochloride (Example 24, 0.6 g, 2.14 mmol) in THF (30 ml) was treated with tert-butyl-ammonium fluoride (1.0M in THF, 2.36 ml) and stirred for 2 h. The mixture was evaporated and purified by flash chromatography on untreated neutral alumina eluting with 20% methanol/dichloromethane to give, after crystallisation with ethanol/ether, the product as a yellow powder (90 mg), m.p. 198°-200° C. (dec.).

Workup

  1. customThe mixture was evaporated
  2. custompurified by flash chromatography on untreated neutral alumina eluting with 20% methanol/dichloromethane
  3. customto give
  4. customafter crystallisation with ethanol/ether

Sources & evidence

ORD record
ord-7579f794907d4d189015b8ce85c39a0b
Source dataset
uspto-grants-1999_03
Patent number
US05883102

Reaction notes

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