1-Propanol → HCID 19434964, compound

HRID 1736224Notes

Reaction equation

HRID 1736224 reaction equation
[F:1][C:2]1[C:3]([CH2:35][O:36]S(C)(=O)=O)=[C:4]([F:34])[C:5]2[O:10][C:9]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20])=[C:13]([F:24])[CH:12]=3)=[CH:8][C:7](=[O:25])[C:6]=2[C:26]=1[NH:27][C:28](=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30].[CH2:41](O)[CH2:42][CH3:43]>>[F:1][C:2]1[C:3]([CH2:35][O:36][CH2:41][CH2:42][CH3:43])=[C:4]([F:34])[C:5]2[O:10][C:9]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20])=[C:13]([F:24])[CH:12]=3)=[CH:8][C:7](=[O:25])[C:6]=2[C:26]=1[NH:27][C:28](=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30]

Participants

3

Reactant 2

HCID 10311-PropanolHCID 10721996HCID 10721996, compound

Product 1

HCID 19434964HCID 19434964, compound

Conditions

Temperature
100 °C

Procedure

582 mg (1.00 mmol) of 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methanesulfonyloxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one obtained in EXAMPLE 120 (1) was dissolved in 100 mL of propanol, and the solution was stirred at 100° C. for 2 hours. The solvent was distilled off under reduced pressure to give the crude product of 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-7-propyloxymethyl-4H-1-benzopyran-4-one. This compound was used for the next step without further purification.

Workup

  1. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-ebd17b19892e44c9bcc370dcb55cc146
Source dataset
uspto-grants-1996_07
Patent number
US05539112

Reaction notes

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