Carbonic acid-guanidine (1:1) → HCID 15435587, compound

HRID 343851Notes

Reaction equation

HRID 343851 reaction equation
[F:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([F:12])=[CH:9][CH:10]=2)[C:5]([C:13](=O)[CH2:14][C:15](=O)[CH:16]([CH3:18])[CH3:17])=[CH:4][CH:3]=1.C(=O)(O)O.[NH2:25][C:26]([NH2:28])=[NH:27]>>[NH2:28][C:26]1[N:27]=[C:13]([C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[C:8]([F:12])[CH:7]=3)[C:2]([F:1])=[CH:3][CH:4]=2)[CH:14]=[C:15]([CH:16]([CH3:18])[CH3:17])[N:25]=1

Participants

3

Reactant 2

HCID 286947Carbonic acid-guanidine (1:1)HCID 21846234HCID 21846234, compound

Product 1

HCID 15435587HCID 15435587, compoundYield 34.7%

Conditions

Temperature
150 °C

Procedure

1-(4,7-difluoronaphth-1-yl)-4-methylpentane-1,3-dione (0.114 g, 0.5 mmol) was combined with guanidine carbonate (0.180 g, 0.5 mmol) and heated to 150° C. for 6 hours. The reaction was cooled to room temperature and directly purified by column chromatography to give 2-amino-4-(4,7-difluoronaphth-1-yl)-6-isopropylpyrimidine (0.052 g, 34%), m.p. 103°-105° C.

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. customdirectly purified by column chromatography

Sources & evidence

ORD record
ord-49cafc781e05451a9f79599de1d51ac0
Source dataset
uspto-grants-1999_01
Patent number
US05863924

Reaction notes

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