Tetrabutylammonium Fluoride → HCID 89963344, compound

HRID 337925Notes

Reaction equation

HRID 337925 reaction equation
[Si]([O:8][C@H:9]1[CH2:13][C@H:12]([O:14][C:15]2[C:20]([F:21])=[CH:19][C:18]([S:22]([N:25]([CH2:32][C:33]3[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][C:34]=3[O:41][CH3:42])[C:26]3[CH:31]=[CH:30][N:29]=[CH:28][N:27]=3)(=[O:24])=[O:23])=[C:17]([F:43])[CH:16]=2)[C@@H:11]([C:44]2[N:48]([CH3:49])[N:47]=[CH:46][CH:45]=2)[CH2:10]1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[CH3:42][O:41][C:34]1[CH:35]=[C:36]([O:39][CH3:40])[CH:37]=[CH:38][C:33]=1[CH2:32][N:25]([C:26]1[CH:31]=[CH:30][N:29]=[CH:28][N:27]=1)[S:22]([C:18]1[CH:19]=[C:20]([F:21])[C:15]([O:14][C@H:12]2[CH2:13][C@H:9]([OH:8])[CH2:10][C@@H:11]2[C:44]2[N:48]([CH3:49])[N:47]=[CH:46][CH:45]=2)=[CH:16][C:17]=1[F:43])(=[O:23])=[O:24]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 89963104HCID 89963104, compound

Product 1

HCID 89963344HCID 89963344, compoundYield 147.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 120c by using the 4-{[(1S*,2R*,4R*)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(1-methyl-1H-pyrazol-5-yl)cyclopentyl]oxy}-N-(2,4-dimethoxybenzyl)-2,5-difluoro-N-(pyrimidin-4-yl)benzenesulfonamide (1.39 g, 1.94 mmol) prepared in Example 121b, tetrabutyl ammonium fluoride (1.0 M solution in THF; 5.82 mL, 5.82 mmol) and THF (8.0 mL), to yield the title compound (1.72 g, 99%) as a yellow oil.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-a478c0893a3b4c31a234aa47019ee1fd
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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