N,N-Dimethyl-1,3-propanediamine → HCID 58413287, compound

HRID 532309Notes

Reaction equation

HRID 532309 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[C:11]3[C:18]([CH3:19])=[C:17]([C:20](O)=[O:21])[S:16][C:12]=3[N:13]=[CH:14][N:15]=2)=[C:5]([O:23][CH:24]([CH2:27][F:28])[CH2:25][F:26])[CH:4]=1)#[N:2].CN(C(ON1N=N[C:39]2[CH:40]=[CH:41][CH:42]=[N:43][C:38]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C[N:54](C)[CH2:55][CH2:56]CN>CN(C=O)C.O>[N:43]1([CH2:38][CH2:56][CH2:55][NH:54][C:20]([C:17]2[S:16][C:12]3[N:13]=[CH:14][N:15]=[C:10]([NH:9][C:6]4[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][C:5]=4[O:23][CH:24]([CH2:27][F:28])[CH2:25][F:26])[C:11]=3[C:18]=2[CH3:19])=[O:21])[CH2:39][CH2:40][CH2:41][CH2:42]1

Participants

6

Reactant 3

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58413357HCID 58413357, compound

Product 1

HCID 58413287HCID 58413287, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

4-[4-Cyano-2-(2-fluoro-1-fluoromethyl-ethoxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid (100 mg), HATU (114 mg) and TEA (52 μl) were dissolved in DMF (4 ml). N,N-dimethyl-1,3-propanediamine (31 μl) was added. The mixture was stirred for 1 hour at rt. Then the mixture was poured in water and filtrated. The solid was washed with water and dried in an oven at 70° C.

Workup

  1. filtrationfiltrated
  2. washThe solid was washed with water
  3. customdried in an oven at 70° C.

Sources & evidence

ORD record
ord-161826df9043429296179d35b94b72fb
Source dataset
uspto-grants-2014_10
Patent number
US08853193B2

Reaction notes

Loading…