Tetrabutylammonium Fluoride → HCID 68941363, compound

HRID 532444Notes

Reaction equation

HRID 532444 reaction equation
[Si]([O:18][CH2:19][C:20]1[S:28][C:27]2[C:26](=[O:29])[N:25]([C:30]3[CH:35]=[CH:34][C:33]([O:36][CH2:37][CH2:38][N:39]([CH3:41])[CH3:40])=[CH:32][CH:31]=3)[CH:24]=[N:23][C:22]=2[CH:21]=1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[CH3:40][N:39]([CH3:41])[CH2:38][CH2:37][O:36][C:33]1[CH:34]=[CH:35][C:30]([N:25]2[C:26](=[O:29])[C:27]3[S:28][C:20]([CH2:19][OH:18])=[CH:21][C:22]=3[N:23]=[CH:24]2)=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 68944351HCID 68944351, compound

Product 1

HCID 68941363HCID 68941363, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 6-(tert-butyldiphenylsilanyloxymethyl)-3-[4-(2-dimethylaminoethoxy)phenyl]-3H-thieno[3,2-d]pyrimidin-4-one (1.6 g), tetra-N-butylammonium fluoride (3.2 mL) in THF (23 mL) was stirred at room temperature for 3 h. The solvent was removed in vacuo. The crude product was purified by preparative HPLC. The product with the molecular weight of 345.42 (C17H19N3O3S) was obtained in this way; MS (ESI): 346 (M+H+).

Workup

  1. customThe solvent was removed in vacuo
  2. customThe crude product was purified by preparative HPLC
  3. customThe product with the molecular weight of 345.42 (C17H19N3O3S) was obtained in this way

Sources & evidence

ORD record
ord-08df0cd3008441c3994b6290bc13c769
Source dataset
uspto-grants-2014_10
Patent number
US08853208B2

Reaction notes

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