Ethylamine → HCID 21846347, compound

HRID 617795Notes

Reaction equation

HRID 617795 reaction equation
[F:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2[CH:17]=[C:16]([CH:18]([CH3:20])[CH3:19])[N:15]=[C:14](S(C)(=O)=O)[N:13]=2)=[CH:4][CH:3]=1.[CH2:25]([NH2:27])[CH3:26]>C(O)C>[CH2:25]([NH:27][C:14]1[N:13]=[C:12]([C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:2]([F:1])=[CH:3][CH:4]=2)[CH:17]=[C:16]([CH:18]([CH3:20])[CH3:19])[N:15]=1)[CH3:26]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 21846221HCID 21846221, compound

Product 1

HCID 21846347HCID 21846347, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-(4-fluoronaphth-1-yl)-6-isopropyl-2-methanesulfonylpyrimidine (0.100 g, 0.29 mmol) was added to a solution of ethylamine (0.33 mL, 5.8 mmol) in ethanol (1 mL). The reaction vessel was placed in a sonication bath for 6 hours at a bath temperature of 45° C. The ethanol was removed in vacuo leaving a viscous oil. The oil was crystallized from ethanol and water to give 2-ethylamino-4-(4-fluoronaphth-1-yl)-6-isopropylpyrimidine (49%), m.p. 77-78° C.

Workup

  1. customtemperature of 45° C
  2. customThe ethanol was removed in vacuo
  3. customleaving a viscous oil
  4. customThe oil was crystallized from ethanol and water

Sources & evidence

ORD record
ord-42807fb5150d41988cb1e38ff22ca891
Source dataset
uspto-grants-1999_09
Patent number
US05952331

Reaction notes

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