Isopropylamine → HCID 68961133, compound

HRID 1396555Notes

Reaction equation

HRID 1396555 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]2[N:8]([CH3:22])[N:9]=[C:10]([C:11]3[CH:12]=[C:13]([CH:17]=[CH:18][C:19]=3[O:20][CH3:21])[C:14]([OH:16])=O)[C:5]2=[CH:4][N:3]=1.CN(C(ON1N=[N:38][C:33]2[CH:34]=CC=N[C:32]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CN1CCOCC1.C(N)(C)C>CN(C=O)C>[NH2:1][C:2]1[N:7]=[C:6]2[N:8]([CH3:22])[N:9]=[C:10]([C:11]3[CH:12]=[C:13]([CH:17]=[CH:18][C:19]=3[O:20][CH3:21])[C:14]([NH:38][CH:33]([CH3:34])[CH3:32])=[O:16])[C:5]2=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 6363IsopropylamineHCID 79724-MethylmorpholineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 68964709HCID 68964709, compound

Product 1

HCID 68961133HCID 68961133, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-(6-Amino-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-4-methoxy-benzoic acid (Example 94) (0.075 g, 0.25 mmol) is dissolved in DMF (5 ml), HATU (0.095 g, 0.25 mmol) is then added followed by N-Methylmorpholine (0.110 ml, 1.0 mmol) and isopropylamine (0.022 ml, 0.25 mmol) and the reaction mixture is stirred at room temperature for 15 hours. The solvent is removed in vacuo and the residue is diluted with water (3 ml) and left to stand for 3 hours. The resulting solid precipitate is collected by filtration, washed with a further 5 ml of water and dried under vacuum to afford the title compound.

Workup

  1. customThe solvent is removed in vacuo
  2. additionthe residue is diluted with water (3 ml)
  3. waitleft
  4. waitto stand for 3 hours
  5. filtrationThe resulting solid precipitate is collected by filtration
  6. washwashed with a further 5 ml of water
  7. customdried under vacuum

Sources & evidence

ORD record
ord-11fa790c282c43a4a103877f60b8e890
Source dataset
uspto-grants-2014_12
Patent number
US08901134B2

Reaction notes

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