N,N-Dimethyl-1,3-propanediamine → HCID 11598653, compound

HRID 1374727Notes

Reaction equation

HRID 1374727 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH2:6].[F:8][C:9]([F:40])([F:39])[C:10]1[CH:11]=[CH:12][C:13]2[N:14]([N:16]=[C:17]([C:29]3[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=3)[C:18]=2[C:19]2[CH:24]=[CH:23][N:22]=[C:21](S(C)(=O)=O)[N:20]=2)[CH:15]=1>O>[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH:6][C:21]1[N:20]=[C:19]([C:18]2[C:17]([C:29]3[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=3)=[N:16][N:14]3[CH:15]=[C:10]([C:9]([F:8])([F:39])[F:40])[CH:11]=[CH:12][C:13]=23)[CH:24]=[CH:23][N:22]=1

Participants

4

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 17962400HCID 17962400, compound

Product 1

HCID 11598653HCID 11598653, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-(Dimethylamino)propylamine (0.04 mL) and methyl 4-{6-(trifluoromethyl)-2-[4-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyridin-3-yl}pyrimidin-2-yl sulfone (0.02 g) were mixed at room temperature and heated with an airgun until a homogenous melt was obtained (2 min). Upon cooling, water was added. The precipitated solid was filtered and dried to give the title compound as a white solid (0.012 g); 1H NMR (d6-DMSO) δ 9.52(1H, s), 8.50(1H, bs), 8.16(1H, d), 7.87(4H, dd), 7.69(1H, d), 7.26(1H, bs), 6.34(1H, bs), 3.25(2H, bs), 2.24(2H, bs), 2.11(6H, s), 1.63(2H, bs); m/z 509 (M+1)+.

Workup

  1. temperatureheated with an airgun until a homogenous melt
  2. customwas obtained (2 min)
  3. temperatureUpon cooling
  4. filtrationThe precipitated solid was filtered
  5. customdried

Sources & evidence

ORD record
ord-13686333b1f349fd918a880d83c67adc
Source dataset
uspto-grants-2007_01
Patent number
US07166597B2

Reaction notes

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