Tetrabutylammonium Fluoride → HCID 59485667, compound

HRID 1972288Notes

Reaction equation

HRID 1972288 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C@@H:12]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=3)[CH2:11][N:10]([CH2:23][CH2:24][C:25](=[N:27][O:28][C:29]([CH:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)=O)[NH2:26])[C:9]2=[O:37])=[CH:4][CH:3]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C@@H:12]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=3)[CH2:11][N:10]([CH2:23][CH2:24][C:25]3[N:26]=[C:29]([CH:31]4[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]4)[O:28][N:27]=3)[C:9]2=[O:37])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 86645373HCID 86645373, compound

Product 1

HCID 59485667HCID 59485667, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

The crude product from step C is dissolved in anhydrous THF and tetrabutylammonium fluoride (67 uL) is added. The mixture is flushed with N2 and sealed in a microwave tube. The tube is put into a microwave reactor and heated to 100° C. for 5 min. The residue is purified by preparatory LC/MS to provide the title compound; HPLC-MS calculated for C26H27ClF3N4O2 (M+H+) 519.1, found 519.1.

Workup

  1. customThe mixture is flushed with N2
  2. customsealed in a microwave tube
  3. customThe tube is put into a microwave reactor
  4. customThe residue is purified by preparatory LC/MS

Sources & evidence

ORD record
ord-d1a5f259e4f44079b7444a7ecb934d61
Source dataset
uspto-grants-2013_04
Patent number
US08431607B2

Reaction notes

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