Potassium Carbonate → HCID 178433141, compound

HRID 635658Notes

Reaction equation

HRID 635658 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[NH:5][C:4]2=[CH:9][C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[N:11][C:3]=12.[CH2:18]([NH2:24])[CH:19]1[O:23][CH2:22][CH2:21][CH2:20]1.C([O-])([O-])=O.[K+].[K+]>O>[CH3:8][C:6]1[NH:5][C:4]2[C:3]([N:11]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:9]=2)=[C:2]([NH:24][CH2:18][CH:19]2[CH2:20][CH2:21][CH2:22][O:23]2)[N:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 253298TetrahydrofurfurylamineHCID 178432852HCID 178432852, compound

Product 1

HCID 178433141HCID 178433141, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

This compound was prepared according to the method described in Example 26 by employing 4-chloro-2-methyl-6-phenylpyrrolo[3,2-d]pyrimidine (Example 1(e)) (0.10 g, 0.41 mmol), tetrahydrofurfuryl amine (Aldrich Chemical Company) (0.212 mL, 2.05 mmol) and K2CO3 (0.34 g, 2.50 mmol) in H2O (2.5 mL) to obtain crude pink solids. Recrystallization from EtOH/MeOH gave 0.044 g (35%) of the title compound as an off-white solid. Mp: 280° C. 1H NMR (CDCl3; 500 MHz): δ 1.59 (m, 1), 1.87 (m, 2), 2.00 (m, 1), 2.39 (s, 3), 3.48 (m, 1), 3.71 (m, 2), 3.86 (t, 1, J=7.3), 4.06 (m, 1), 6.74 (s, 1), 6.95 (s, 1), 7.38 (t, 1, J=7.1), 7.51 (t, 2, J=7.6), 7.80 (d, 2, J=8.0), 11.41 (s, 1). MS m/z: 309 (M+1). Anal. Calcd for C18H20N4O: C 70.11, H 6.54, N 18.17. Found: C 69.88, H 6.51, N 18.03.

Workup

  1. customThis compound was prepared
  2. customto obtain crude pink solids
  3. customRecrystallization from EtOH/MeOH

Sources & evidence

ORD record
ord-57e01a861ec14d46bfffb9f7313efbaf
Source dataset
uspto-grants-2001_02
Patent number
US06187777B1

Reaction notes

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