Pivaloyl chloride → HCID 18969707, compound

HRID 399076Notes

Reaction equation

HRID 399076 reaction equation
[CH3:1][C:2]1([CH3:23])[CH:5]([OH:6])[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[C:3]1[C:13]1[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:14]=1.C(N(C(C)C)CC)(C)C.[C:33](Cl)(=[O:38])[C:34]([CH3:37])([CH3:36])[CH3:35]>C(Cl)Cl>[CH3:1][C:2]1([CH3:23])[CH:5]([O:6][C:33](=[O:38])[C:34]([CH3:37])([CH3:36])[CH3:35])[C:4]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[C:3]1[C:13]1[CH:14]=[CH:15][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 62493Pivaloyl chlorideHCID 81531DiisopropylethylamineHCID 18969768HCID 18969768, compound

Product 1

HCID 18969707HCID 18969707, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Example 62 (100 mg) in CH2Cl2 (1.5 mL) at r.t., was added diisopropylethylamine (105 μL) and pivaloyl chloride (70 μL). The mixture was stirred at r.t. for 1.5 hr and the solvents evaporated. The residue was purified by flash chromatography (silica gel; hexane/EtOAc (80:20)) to give the title compound as a yellow solid, m.p. 66°-67° C.

Workup

  1. customthe solvents evaporated
  2. customThe residue was purified by flash chromatography (silica gel; hexane/EtOAc (80:20))

Sources & evidence

ORD record
ord-a3ff3fdff6ad4971b680ed4ba3d0abdc
Source dataset
uspto-grants-1998_10
Patent number
US05817700

Reaction notes

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