N,N-Dimethyl-1,3-propanediamine → HCID 178489418, compound

HRID 750494Notes

Reaction equation

HRID 750494 reaction equation
Cl[C:2]1[N:7]=[C:6]2[NH:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[O:17][CH3:18])[C:5]2=[CH:4][N:3]=1.[CH3:19][N:20]([CH3:25])[CH2:21][CH2:22][CH2:23][NH2:24]>>[CH3:18][O:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:10]1[C:5]2[C:6](=[N:7][C:2]([NH:24][CH2:23][CH2:22][CH2:21][N:20]([CH3:25])[CH3:19])=[N:3][CH:4]=2)[NH:8][N:9]=1

Participants

3

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 178489416HCID 178489416, compound

Product 1

HCID 178489418HCID 178489418, compoundYield 12%

Procedure

The compound was prepared from 6-chloro-3-(2-methoxy-phenyl)-1H-pyrazolo[3,4-d]pyrimidine (Example 6) and 3-dimethylamino propylamine (Aldrich) in an analogous manner as described in Example 32 (120° C.) and 9.2 mg (12% yield) free base was obtained. Purification of the mother liquor with HPLC gave a TFA salt (50 mg, 49% yield) MS (M+H)+, 327.2.

Workup

  1. customas described in Example 32 (120° C.)

Sources & evidence

ORD record
ord-47f5909e465c449d8082392c5395a662
Source dataset
uspto-grants-2008_07
Patent number
US07405220B2

Reaction notes

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