3-({4-[(Piperidin-1-yl)methyl]pyridin-2-yl}oxy)propan-1-amine → HCID 20246056, compound

HRID 1589524Notes

Reaction equation

HRID 1589524 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][N:11]=[C:10]([O:14][CH2:15][CH2:16][CH2:17][NH2:18])[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[O:19]=[C:20]1[NH:29][C:28](=S)[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[NH:21]1>CN(C)C=O>[O:19]=[C:20]1[N:29]=[C:28]([NH:18][CH2:17][CH2:16][CH2:15][O:14][C:10]2[CH:9]=[C:8]([CH2:7][N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[CH:13]=[CH:12][N:11]=2)[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[NH:21]1

Participants

4

Reactant 2

HCID 146251023-({4-[(Piperidin-1-yl)methyl]pyridin-2-yl}oxy)propan-1-amineHCID 15430354HCID 15430354, compound

Product 1

HCID 20246056HCID 20246056, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-[4-(Piperidinomethyl)pyrid-2-yloxy]propylamine (2.03 g) and 2-oxo-4-thiono-1,2,3,4-tetrahydroquinazoline (1.24 g) were stirred in dimethylformamide (5 ml) at ambient temperature for 5 days. The reaction mixture was filtered to afford a solid that was washed with cold dimethylformamide and diethyl ether to yield the title product (1.25 g), m.p. 189°-192° C. (recrystallised from isopropanol).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customto afford a solid
  3. washthat was washed with cold dimethylformamide and diethyl ether
  4. customto yield
  5. customthe title product (1.25 g), m.p. 189°-192° C. (recrystallised from isopropanol)

Sources & evidence

ORD record
ord-3d452e839d1d4dcdb162bd90dc3f5090
Source dataset
uspto-grants-1986_02
Patent number
US04571398

Reaction notes

Loading…