Thionyl Chloride → HCID 86613906, compound

HRID 1817315Notes

Reaction equation

HRID 1817315 reaction equation
[F:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[CH2:16][CH2:15][C:14]3[C:9](=[C:10]([O:22][CH3:23])[C:11](=[O:21])[N:12]([CH3:20])[C:13]=3[C:17](O)=[O:18])[C:8]2=[O:24])=[CH:4][CH:3]=1.S(Cl)([Cl:29])=O>>[F:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[CH2:16][CH2:15][C:14]3[C:9](=[C:10]([O:22][CH3:23])[C:11](=[O:21])[N:12]([CH3:20])[C:13]=3[C:17]([Cl:29])=[O:18])[C:8]2=[O:24])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 69066186HCID 69066186, compound

Product 1

HCID 86613906HCID 86613906, compound

Procedure

To 6-(4-fluorobenzyl)-4-methoxy-2-methyl-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxylic acid (0.213 g, 0.6 mmol) was added thionyl chloride (5 mL) and the mixture was heated to reflux for 2 hours, then evaporated to dryness, suspended in toluene and evaporated three times to give the crude product.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 2 hours
  3. customevaporated to dryness
  4. customevaporated three times

Sources & evidence

ORD record
ord-c9e101d5348f4fca8a540a154032a73c
Source dataset
uspto-grants-2009_10
Patent number
US07598264B2

Reaction notes

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