4,4-Diethoxybutylamine → HCID 58016847, compound

HRID 1926869Notes

Reaction equation

HRID 1926869 reaction equation
Cl[C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=3)=[C:9]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[O:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH2:25]([O:27][CH:28]([O:33][CH2:34][CH3:35])[CH2:29][CH2:30][CH2:31][NH2:32])[CH3:26].CCN(C(C)C)C(C)C>CN(C=O)C>[CH2:34]([O:33][CH:28]([O:27][CH2:25][CH3:26])[CH2:29][CH2:30][CH2:31][NH:32][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=3)=[C:9]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[O:8][C:4]=2[N:5]=[CH:6][N:7]=1)[CH3:35]

Participants

5

Reactant 3

HCID 806724,4-DiethoxybutylamineHCID 81531DiisopropylethylamineHCID 580168154-Chloro-5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidine

Product 1

HCID 58016847HCID 58016847, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Stir 600 mg (1.78 mmol) 4-chloro-5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidine, 344.7 mg (2.14 mmol) 4-aminobutyraldehyde-diethylacetal and 0.465 ml (2.67 mmol) DIEA in 5 ml DMF overnight at 80° C. After cooling, purify the mixture directly by preparative RP-HPLC (gradient acetonitrile/water). 746 mg (90.7% of theor.) of the target compound is obtained.

Workup

  1. temperatureAfter cooling
  2. custompurify the mixture directly by preparative RP-HPLC (gradient acetonitrile/water)
  3. custom746 mg (90.7% of theor.) of the target compound is obtained

Sources & evidence

ORD record
ord-91e889501b1649f99f15cb975206cf35
Source dataset
uspto-grants-2012_05
Patent number
US08183246B2

Reaction notes

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