3,3-Diphenylpropylamine → HCID 13910514, compound

HRID 542420Notes

Reaction equation

HRID 542420 reaction equation
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@H:12]1[OH:13].[C:20]1([CH:26]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:27][CH2:28][NH2:29])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(O)C>[C:30]1([CH:26]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH2:27][CH2:28][NH:29][C:2]2[C:3]3[N:4]=[CH:5][N:6]([C:7]=3[N:8]=[CH:9][N:10]=2)[C@@H:11]2[O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@H:12]2[OH:13])[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

4

Reactant 2

HCID 796983,3-DiphenylpropylamineHCID 930036-Chloropurine riboside

Product 1

HCID 13910514HCID 13910514, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
5 °C

Procedure

A solution of 6-chloro-9-β-D-ribofuranosylpurine (2.87 g, 0.010 mol) and 3,3-diphenylpropylamine (5.28 g, 0.025 mol, 250 mol %) in absolute ethanol (75 ml) is heated at reflux for six days, during which time the starting material is mostly consumed according to TLC analysis (5/1 CHCl3 /MeOH). The solution is cooled to 5° C. and the resulting first and second crops of white crystals are combined to give N6 -(3,3-diphenylpropyl)adenosine, mp 103°-118° C. (from absolute ethanol).

Workup

  1. temperatureat reflux for six days, during which time the starting material
  2. customis mostly consumed

Sources & evidence

ORD record
ord-79bf2d1848e4478dbd6e3d90b19dcbbe
Source dataset
uspto-grants-1987_04
Patent number
US04657898

Reaction notes

Loading…