3-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amine → HCID 20246052, compound

HRID 1589523Notes

Reaction equation

HRID 1589523 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:16]=[CH:17][CH:18]=2)[O:11][CH2:12][CH2:13][CH2:14][NH2:15])[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:15][CH2:14][CH2:13][CH2:12][O:11][C:10]2[CH:16]=[CH:17][CH:18]=[C:8]([CH2:7][N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[CH:9]=2)[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[NH:21]1

Participants

4

Reactant 2

HCID 102205613-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amineHCID 15430354HCID 15430354, compound

Product 1

HCID 20246052HCID 20246052, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-[3-(Piperidinomethyl)phenoxy]propylamine (2.98 g) and 2-oxo-4-thiono-1,2,3,4-tetrahydroquinazoline (1.78 g) (J. Heterocyclic Chem. 11 (5) p749 (1974)) were stirred in dimethylformamide (5 ml) for 5 days. The reaction mixture was filtered, washing through with cold dimethylformamide and diethyl ether. The filtrate was slowly evaporated to yield the title product as a white crystalline solid (1.38 g), m.p. 219°-221° C. (recrystallised from isopropanol).

Workup

  1. filtrationThe reaction mixture was filtered
  2. washwashing through with cold dimethylformamide and diethyl ether
  3. customThe filtrate was slowly evaporated
  4. customto yield
  5. customthe title product as a white crystalline solid (1.38 g), m.p. 219°-221° C. (recrystallised from isopropanol)

Sources & evidence

ORD record
ord-b58e8dcec48f48dfb0342fde7b918882
Source dataset
uspto-grants-1986_02
Patent number
US04571398

Reaction notes

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