Pivaloyl chloride → HCID 178499121, compound

HRID 2114756Notes

Reaction equation

HRID 2114756 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

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-d8c4a860310d4e18818c0d672ee616ad
Source dataset
uspto-grants-2008_10
Patent number
US07435734B2

Reaction notes

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