Pivaloyl chloride → HCID 178499121, compound

HRID 1375528Notes

Reaction equation

HRID 1375528 reaction equation
[C:1](Cl)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[OH:8][C:9]1[C:10]([C:16]([O:18][CH3:19])=[O:17])=[N:11][CH:12]=[N:13][C:14]=1[OH:15]>N1C=CC=CC=1>[CH3:3][C:2]([CH3:5])([CH3:4])[C:1]([O:8][C:9]1[C:10]([C:16]([O:18][CH3:19])=[O:17])=[N:11][CH:12]=[N:13][C:14]=1[OH:15])=[O:6]

Participants

4

Reactant 2

HCID 62493Pivaloyl chlorideHCID 178499119HCID 178499119, compound

Product 1

HCID 178499121HCID 178499121, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
40 °C

Procedure

Pivaloyl chloride 1.1 eq. was added to a solution of the product of Step 2 in pyridine, and the mixture was heated to 40° C. for 10 minutes. HPLC showed the complete conversion of starting material. The reaction mixture was concentrated, the resulting oil was diluted with ethyl acetate and washed with 1 N HCl solution. The title product was obtained as a brown solid after evaporation of the organic phase and trituration with diethyl ether.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionthe resulting oil was diluted with ethyl acetate
  3. washwashed with 1 N HCl solution

Sources & evidence

ORD record
ord-5d8f1334341b48f0887ce16d54db5a1c
Source dataset
uspto-grants-2007_01
Patent number
US07169780B2

Reaction notes

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