Butylamine → HCID 69014203, compound

HRID 1774133Notes

Reaction equation

HRID 1774133 reaction equation
Cl[C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[CH:8]=2)[N:3]=1.[CH2:20]([NH2:24])[CH2:21][CH2:22][CH3:23]>O1CCOCC1.CCOC(C)=O>[CH2:20]([NH:24][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[CH:8]=2)[N:3]=[C:2]([NH:3][CH2:4][CH2:5][CH2:6][CH3:7])[N:11]=1)[CH2:21][CH2:22][CH3:23]

Participants

5

Reactant 2

HCID 8007ButylamineHCID 72942925HCID 72942925, compound

Product 1

HCID 69014203HCID 69014203, compoundYield 64.2%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 2,4-Dichloro-6-(4-fluoro-phenyl)-quinazoline (20 mg, 0.068 mmol) in 1,4-dioxane was added n-butylamine (20 mg). The solution was heated to 60° C. for 2 hours, and subsequently cooled, diluted with EtOAc and washed with brine. The organic layer was dried and purified by RP HPLC with a gradient of H2O, 0.1% TFA-acetonitrile, to provide the desired product (8 mg). The product was characterized as follows: MS (m/z): 367 ([M+H]+, 100); HPLC Rt=1.69 minutes (Method A).

Workup

  1. temperaturesubsequently cooled
  2. washwashed with brine
  3. customThe organic layer was dried
  4. custompurified by RP HPLC with a gradient of H2O, 0.1% TFA-acetonitrile

Sources & evidence

ORD record
ord-07eae1a1f6a543208442468b2c47a798
Source dataset
uspto-grants-2016_02
Patent number
US09259426B2

Reaction notes

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