Ammonium Hydroxide → HCID 58075601, compound

HRID 2370160Notes

Reaction equation

HRID 2370160 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]2[C:17]3[O:16][C:15](=O)[NH:14][C:13](=[O:19])[C:12]=3[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[OH-].[NH4+:21]>>[F:1][C:2]1[CH:3]=[C:4]([CH:9]2[C:17]3[NH:21][C:15](=[O:16])[NH:14][C:13](=[O:19])[C:12]=3[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 58075467HCID 58075467, compound

Product 1

HCID 58075601HCID 58075601, compoundYield 100%

Procedure

A solution of 7-(3,4-difluorophenyl)-6,7-dihydrocyclopenta[e][1,3]oxazine-2,4(3H,5H)-dione (1.05 g, 3.96 mmol) in concentrated ammonium hydroxide (0.154 mL, 3.96 mmol) was stirred at 100° C. in a high-pressure vessel (75 mL) for 6 h. The formation of white precipitate was observed during the heating. The solvent was removed in vacuum to provide 7-(3,4-difluorophenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidine-2,4(3H,5H)-dione (1.046 g, 3.96 mmol, 100% yield) as a off-white solid. LC-MS (M+H)+=265.2.

Workup

  1. customThe solvent was removed in vacuum

Sources & evidence

ORD record
ord-ef16eb7fd5814606b6d2a8405bf0be31
Source dataset
uspto-grants-2014_04
Patent number
US08710061B2

Reaction notes

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