Acetic Acid → HCID 46200058, compound

HRID 1930686Notes

Reaction equation

HRID 1930686 reaction equation
C=O.[CH3:3][O:4][C:5]1[CH:6]=[C:7]([NH:17][C:18]2[N:19]=[C:20]([CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH3:36])[CH:30]=3)[C:21]3[CH2:27][NH:26][CH2:25][CH2:24][C:22]=3[N:23]=2)[CH:8]=[CH:9][C:10]=1[N:11]1[CH:15]=[C:14]([CH3:16])[N:13]=[CH:12]1.[C:37]([BH3-])#N.[Na+].C(O)(=O)C>CO>[CH3:3][O:4][C:5]1[CH:6]=[C:7]([NH:17][C:18]2[N:19]=[C:20]([CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH3:36])[CH:30]=3)[C:21]3[CH2:27][N:26]([CH3:37])[CH2:25][CH2:24][C:22]=3[N:23]=2)[CH:8]=[CH:9][C:10]=1[N:11]1[CH:15]=[C:14]([CH3:16])[N:13]=[CH:12]1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 59333717HCID 59333717, compound

Product 1

HCID 46200058HCID 46200058, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Formaldehyde (3.15 μL, 0.04 mmol) was added to a solution of N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-4-(3-methoxybenzyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine (13.70 mg, 0.03 mmol) in methanol (1.5 mL). Sodium cyanoborohydride (0.943 mg, 0.02 mmol) and acetic acid (1.030 μL, 0.02 mmol) was added and the reaction mixture stirred for 2 h at rt and purified by preparative HPLC to afford the titled compound.

Workup

  1. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-670f883b390d4a60ae786bde4e8ae426
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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