3-Pyridinemethanamine → HCID 57978643, compound

HRID 1866856Notes

Reaction equation

HRID 1866856 reaction equation
CCN(C(C)C)C(C)C.[C:10]1([C:16]2([C:23]3[CH:31]=[C:30]([O:32][CH2:33][C:34]4[CH:43]=[CH:42][C:41]5[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=5)[N:35]=4)[CH:29]=[CH:28][C:24]=3[C:25](O)=[O:26])[CH2:21][CH:20]3[CH2:22][CH:17]2[CH2:18][CH2:19]3)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[NH2:44][CH2:45][C:46]1[CH:47]=[N:48][CH:49]=[CH:50][CH:51]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.O>[C:10]1([C:16]2([C:23]3[CH:31]=[C:30]([O:32][CH2:33][C:34]4[CH:43]=[CH:42][C:41]5[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=5)[N:35]=4)[CH:29]=[CH:28][C:24]=3[C:25]([NH:44][CH2:45][C:46]3[CH:47]=[N:48][CH:49]=[CH:50][CH:51]=3)=[O:26])[CH2:21][CH:19]3[CH2:18][CH:17]2[CH2:22][CH2:20]3)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

7

Reactant 4

HCID 310183-PyridinemethanamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 44447720HCID 44447720, compound

Product 1

HCID 57978643HCID 57978643, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

DIPEA (3.0 equiv.) is added to a stirred solution of 2c (1.0 equiv.), 3-(aminomethyl)pyridine (1.0 equiv.) and HATU (1.5 equiv.) in DMF at ambient temperature. After completion of reaction, the reaction mixture is poured into water and extracted three times with EtOAc. The combined organic extracts are washed with water, brine, dried (Na2SO4) and concentrated in vacuo. The crude residue can be purified according to the method described in Step E.

Workup

  1. customAfter completion of reaction
  2. extractionextracted three times with EtOAc
  3. washThe combined organic extracts are washed with water, brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated in vacuo
  6. customThe crude residue can be purified

Sources & evidence

ORD record
ord-28787d5b55834fc29522014e5b23478c
Source dataset
uspto-grants-2009_12
Patent number
US07629467B2

Reaction notes

Loading…