Ammonium Hydroxide → HCID 58075752, compound

HRID 2370175Notes

Reaction equation

HRID 2370175 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:10]2[C:18]3[O:17][C:16](=O)[NH:15][C:14](=[O:20])[C:13]=3[CH2:12][CH2:11]2)[CH:5]=[C:6]([F:9])[C:7]=1[F:8].[OH-].[NH4+:22]>>[F:1][C:2]1[CH:3]=[C:4]([CH:10]2[C:18]3[NH:22][C:16](=[O:17])[NH:15][C:14](=[O:20])[C:13]=3[CH2:12][CH2:11]2)[CH:5]=[C:6]([F:9])[C:7]=1[F:8]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 58075534HCID 58075534, compound

Product 1

HCID 58075752HCID 58075752, compoundYield 106.2%

Procedure

A solution of 7-(3,4,5-trifluorophenyl)-6,7-dihydrocyclopenta[e][1,3]oxazine-2,4(3H,5H)-dione (1.23 g, 4.34 mmol) in concentrated ammonium hydroxide (75 mL, 1926 mmol) was heated at 100° C. in a high-pressure (350 mL) vessel overnight. The reaction mixture was cooled and concentrated in vacuum to give crude 7-(3,4,5-trifluorophenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidine-2,4(3H,5H)-dione (1.3 g, 4.61 mmol, 106% yield). LC-MS (M+H)+=283.0.

Workup

  1. temperatureThe reaction mixture was cooled
  2. concentrationconcentrated in vacuum

Sources & evidence

ORD record
ord-30282d60a7c34007a6733e56e01bb6ae
Source dataset
uspto-grants-2014_04
Patent number
US08710061B2

Reaction notes

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