Ammonia → HCID 66853748, compound

HRID 1668544Notes

Reaction equation

HRID 1668544 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:16]([C:17]#[N:18])=[C:15]([NH2:19])[N:14]=[C:13]([S:20][CH2:21][C:22]3[N:27]=[C:26]([CH2:28][NH:29]C(=O)OC(C)(C)C)[CH:25]=[CH:24][CH:23]=3)[N:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].FC(F)(F)C(O)=O.N>>[NH2:19][C:15]1[N:14]=[C:13]([S:20][CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[C:26]([CH2:28][NH2:29])[N:27]=2)[N:12]=[C:11]([C:8]2[CH:9]=[CH:10][C:5]([NH:4][C:1](=[O:3])[CH3:2])=[CH:6][CH:7]=2)[C:16]=1[C:17]#[N:18]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 6422Trifluoroacetic acidHCID 91076588HCID 91076588, compound

Product 1

HCID 66853748HCID 66853748, compoundYield 83.1%

Procedure

To 0.3 g of the compound of Example 30 was added 2 mL of trifluoroacetic acid, and the mixture was stirred at room temperature for 1 hour. Then the trifluoroacetic acid was removed under reduced pressure from the reaction mixture, the residue was dissolved in 2 mL of acetonitrile. To resulting solution was added 4 mL of 28% aqueous ammonia, and the resulting crystal was filtrated to give 0.2 g of N-{4-[6-amino-2-(6-aminomethylpyridin-2-ylmethylsulfanyl)-5-cyano-pyrimidin-4-yl]phenyl}acetamide as a white powder.

Workup

  1. customThen the trifluoroacetic acid was removed under reduced pressure from the reaction mixture
  2. dissolutionthe residue was dissolved in 2 mL of acetonitrile
  3. customTo resulting solution
  4. filtrationthe resulting crystal was filtrated

Sources & evidence

ORD record
ord-d29fda5cc5f14a34868d3580d8f4f455
Source dataset
uspto-grants-2011_08
Patent number
US07989446B2

Reaction notes

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