Cyclopropylamine → HCID 10214516, compound

HRID 1984309Notes

Reaction equation

HRID 1984309 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[Cl:5][C:6]1[C:11]([F:12])=[C:10](Cl)[N:9]=[C:8]([CH:14]2[CH2:16][CH2:15]2)[N:7]=1>C(OCC)C>[Cl:5][C:6]1[N:7]=[C:8]([CH:14]2[CH2:15][CH2:16]2)[N:9]=[C:10]([NH:4][CH:1]2[CH2:3][CH2:2]2)[C:11]=1[F:12]

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 56773418HCID 56773418, compound

Product 1

HCID 10214516HCID 10214516, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Cyclopropylamine (11.4 g, 0.200 mol) is added to 4,6-dichloro-2-cyclopropyl-5-fluoropyrimidine 18 (4.80 g, 23 mmol) and the solution is stirred at room temperature for 1 h. The mixture is diluted with diethylether, washed two times with a saturated sodium bicarbonate solution. The combined organic layers are dried over magnesium sulfate and concentrated in vacuo to afford 6-chloro-N,2-dicyclopropyl-5-fluoro-4-pyrimidinamine 31 as a yellow oil (4.99 g, 95%) which is used in the next step without further purification.

Workup

  1. washwashed two times with a saturated sodium bicarbonate solution
  2. dry with materialThe combined organic layers are dried over magnesium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c9be0c986c9c4601a0e04a2811fcf442
Source dataset
uspto-grants-2009_06
Patent number
US07544675B2

Reaction notes

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