Pyridine-2-carboximidamide hydrochloride → HCID 178515631, compound

HRID 1431926

Reaction equation

HRID 1431926 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[N:11]=[C:10]([OH:20])[CH:9]=2)[CH:3]=1.Cl.C(C1C=CC=CN=1)(=N)N.Cl.C(C1C=C([Cl:41])C=CN=1)(=N)N>>[Cl:41][C:18]1[CH:17]=[CH:16][N:15]=[C:14]([C:12]2[N:11]=[C:10]([OH:20])[CH:9]=[C:8]([C:4]3[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][N:5]=3)[N:13]=2)[CH:19]=1

Participants

4

Reactant 3

HCID 12403615Pyridine-2-carboximidamide hydrochlorideHCID 218820004-Chloropyridine-2-carboximidamide hydrochlorideHCID 1785156306-(4-chloro-2-pyridinyl)-2-pyridin-2-yl-1H-pyrimidin-4-one

Product 1

HCID 178515631HCID 178515631, compound

Procedure

The procedure is as described in the case of 6-(4-chloropyrid-2-yl)-2-pyrid-2-yl-pyrimidin-4-ol (ligand PM1) in Example 3 except that, instead of 2-amidinopyridine hydrochloride, the 2-amidino-4-chloropyridine hydrochloride from Example 8 is used. After recrystallisation from DMSO, 2,6-bis(4-chloropyrid-2-yl)-pyrimidin-4-ol (ligand PM5)is obtained in the form of a colourless solid. 1H-NMR (360 MHz, DMSO-d6): 12.53 (br s, 1H): 8.74 (d, J=5.0 Hz, 1H): 8.74 (s, 1H): 8.71 (d, J=5.0 Hz, 1H): 8.64 (d, J=2.3 Hz, 1H): 7.83 (dd, J=5.0, 2.3 Hz, 1H); 7.71 (dd, J=5.0, 2.3 Hz, 1H): 7.30 (s, 1H).

Workup

  1. customAfter recrystallisation from DMSO, 2,6-bis(4-chloropyrid-2-yl)-pyrimidin-4-ol (ligand PM5)is
  2. customobtained in the form of a colourless solid

Sources & evidence

ORD record
ord-0ca89ac5282d4a8a8d087fc9c8772636
Source dataset
uspto-grants-2009_11
Patent number
US07612010B2

Linked notes

Loading…