Potassium Carbonate → HCID 178422358, compound

HRID 1371126Notes

Reaction equation

HRID 1371126 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[NH:5][C:4]2=[CH:9][C:10]([CH3:12])=[N:11][C:3]=12.[NH2:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1.C([O-])([O-])=O.[K+].[K+]>O>[CH3:8][C:6]1[NH:5][C:4]2[C:3]([N:11]=[C:10]([CH3:12])[CH:9]=2)=[C:2]([NH:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[N:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 4082852-MorpholinoethylamineHCID 178422356HCID 178422356, compound

Product 1

HCID 178422358HCID 178422358, compoundYield 25.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

This compound was prepared according to the method described in Example 46(e) by employing 4-chloro-2,6-dimethylpyrrolo[3,2-d]pyrimidine (Example 46(d)) (0.10 g, 0.55 mmol) with 4-(2-aminoethyl)morpholine (Aldrich Chemical Company) (0.388 mL, 2.95 mmol) and K2CO3 (0.36 g, 2.6 mmol) in water (2.5 mL) to give 0.038 g (25%) of the title compound as an off-white solid after recrystallization from EtOAc. Mp: 237-238.5° C. 1H NMR (CDCl3; 500 MHz): δ 2.43 (s, 3), 2.50 (t, 4, J=5.2), 2.58 (s, 3), 2.65 (t, 2, J=5.7), 3.67 (t, 4, J=4.6), 3.70 (q, 2, J=5.4), 5.55 (br s, 1), 6.18 (s, 1), 9.88 (br s, 1). MS m/z: 276 (M+1). Anal. Calcd for C14H21N5O: C, 61.07; H, 7.69; N 25.43. Found: C, 61.19; H, 7.77; N, 25.39.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-66858c08caa34ce3a585978d68634499
Source dataset
uspto-grants-2003_06
Patent number
US06583154B1

Reaction notes

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