Propylamine → HCID 21923080, compound

HRID 1272641Notes

Reaction equation

HRID 1272641 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]([CH2:14][CH3:15])[CH2:12][CH3:13])=[C:4](Cl)[N:3]=1.[CH2:17]([NH2:20])[CH2:18][CH3:19]>C(O)CCC>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]([CH2:14][CH3:15])[CH2:12][CH3:13])=[C:4]([NH:20][CH2:17][CH2:18][CH3:19])[N:3]=1

Participants

4

Reactant 2

HCID 7852PropylamineHCID 21923086HCID 21923086, compound

Product 1

HCID 21923080HCID 21923080, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

The operation is carried out as in Stage 2 of Example 3 from 200 mg of the product obtained in Stage 1 of Example 3 and 4 ml of butanol and using 0.129 ml of propylamine in place of the benzylamine. Agitation is carried out at ambient temperature then the reaction medium is taken to a temperature of 80 to 85° C. for 5 hours, left to return to ambient temperature, followed by evaporating to dryness then impasting in 5 ml of pentane at ambient temperature, separating, washing and drying at a temperature of approximately 50° C. After purification on silica eluting with methylene chloride/ethyl acetate in a proportion of 90/10, 145 mg of expected product is obtained in the form of white crystals.

Workup

  1. customis carried out at ambient temperature
  2. waitleft
  3. customto return to ambient temperature
  4. customby evaporating to dryness
  5. customthen impasting in 5 ml of pentane at ambient temperature
  6. customseparating
  7. washwashing
  8. customdrying at a temperature of approximately 50° C
  9. customAfter purification on silica eluting with methylene chloride/ethyl acetate in a proportion of 90/10

Sources & evidence

ORD record
ord-9749b6fb8a574a69b25ce32c76d5b642
Source dataset
uspto-grants-2007_04
Patent number
US07208598B2

Reaction notes

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