Formaldehyde → HCID 11260144, compound

HRID 1766993Notes

Reaction equation

HRID 1766993 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([N:17]([CH:25]3[CH2:29][CH2:28][NH:27][CH2:26]3)[CH2:18]C3C=CC=CC=3)=[CH:13][CH:12]=2)=[O:10])=[CH:4][C:3]=1[NH:30][C:31]1[N:36]=[C:35]([C:37]2[CH:38]=[N:39][CH:40]=[CH:41][CH:42]=2)[CH:34]=[CH:33][N:32]=1.C=O>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:12]=[CH:13][C:14]([N:17]([CH3:18])[CH:25]3[CH2:29][CH2:28][NH:27][CH2:26]3)=[CH:15][CH:16]=2)=[O:10])=[CH:4][C:3]=1[NH:30][C:31]1[N:36]=[C:35]([C:37]2[CH:38]=[N:39][CH:40]=[CH:41][CH:42]=2)[CH:34]=[CH:33][N:32]=1

Participants

3

Reactant 2

HCID 712FormaldehydeHCID 21113125HCID 21113125, compound2×

Product 1

HCID 11260144HCID 11260144, compound

Procedure

The intermediate prepared from Example 5 that was N-{4-methyl-3-[(4-(3-pyridyl)pyrimidin-2-yl)amino]phenyl}[4-(N-benzylpyrrolidin-3-ylamino)phenyl]-carboxamide was methylated via reductive amination with HCHO/NaBHCN (1.5 eq) and further hydrogenated to remove benzyl protection at 50 psi in EtOH catalized by Pd/C (10%) overnight to give the title compound. Mass: (M+1), 480.

Workup

  1. customfurther hydrogenated to remove benzyl protection at 50 psi in EtOH
  2. customcatalized by Pd/C (10%) overnight

Sources & evidence

ORD record
ord-5d2a20f4f5864332a7f3a19bbf0f8221
Source dataset
uspto-grants-2007_06
Patent number
US07232825B2

Reaction notes

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