Tetrahydrofuran → HCID 22337086, compound

HRID 585520Notes

Reaction equation

HRID 585520 reaction equation
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Cl:19][C:20]1[S:24][C:23]([C:25]([NH:27][C:28]2[CH:36]=[CH:35][CH:34]=[C:33]3[C:29]=2[CH2:30][N:31]([CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[C:41]([CH2:45][SiH3])[CH:40]=2)[C:32]3=[O:37])=[O:26])=[CH:22][CH:21]=1.[O:47]1CCCC1>>[Cl:19][C:20]1[S:24][C:23]([C:25]([NH:27][C:28]2[CH:36]=[CH:35][CH:34]=[C:33]3[C:29]=2[CH2:30][N:31]([CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[C:41]([CH2:45][OH:47])[CH:40]=2)[C:32]3=[O:37])=[O:26])=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 2724141Tetrabutylammonium FluorideHCID 131725070HCID 131725070, compound

Product 1

HCID 22337086HCID 22337086, compound

Procedure

Under argon and at room temperature, a solution of tetra-n-butylammonium fluoride (1 M in THF, 4.6 ml, 4.6 mmol) is added to a solution of 5-chloro-N-{1-oxo-2-[3-(silylmethyl)benzyl]-2,3-dihydro-1H-isoindol-4-yl}-2-thiophenecarboxamide (2.0 g, 3.8 mmol) in tetrahydrofuran (38 ml). The reaction mixture is stirred at room temperature for 14 h and concentrated under reduced pressure. The crude product is used without further purification for the next reaction.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe crude product is used without further purification for the next reaction

Sources & evidence

ORD record
ord-9dbc3924085f400685af4f32b7594353
Source dataset
uspto-grants-2005_08
Patent number
US06933295B2

Reaction notes

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