Chloroform → HCID 46235731, compound

HRID 1925184Notes

Reaction equation

HRID 1925184 reaction equation
C(Cl)(Cl)Cl.[SH:5][C:6]1[C:7]([NH:16][C:17]([C:19]2([CH2:25][CH:26]([CH2:29][CH3:30])[CH2:27][CH3:28])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)=[O:18])=[CH:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][CH:10]=2.[C:31](Cl)(=[O:35])[CH:32]([CH3:34])[CH3:33]>N1C=CC=CC=1>[CH2:27]([CH:26]([CH2:29][CH3:30])[CH2:25][C:19]1([C:17]([NH:16][C:7]2[C:6]([S:5][C:31](=[O:35])[CH:32]([CH3:34])[CH3:33])=[CH:15][C:14]3[C:9]([CH:8]=2)=[CH:10][CH:11]=[CH:12][CH:13]=3)=[O:18])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]1)[CH3:28]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 62325Isobutyryl chlorideHCID 67427009HCID 67427009, compound

Product 1

HCID 46235731HCID 46235731, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a chloroform solution of the product obtained in step B) are added 1.05 mol equivalents of isobutyryl chloride and 2.5 mol equivalents of pyridine at room temperature. The mixture is stirred for 1 hour, concentrated and then n-hexane is added. The solids are filtered off and the filtrate is concentrated. The remaining residue is purified by silica gel column chromatography to obtain the desired title compound.

Workup

  1. concentrationconcentrated
  2. additionn-hexane is added
  3. filtrationThe solids are filtered off
  4. concentrationthe filtrate is concentrated
  5. customThe remaining residue is purified by silica gel column chromatography

Sources & evidence

ORD record
ord-3a4df17bdfa34ba6843680b713f5177e
Source dataset
uspto-grants-2012_05
Patent number
US08178583B2

Reaction notes

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