Acetic Anhydride → HCID 46200203, compound

HRID 1930689Notes

Reaction equation

HRID 1930689 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:15][C:16]2[N:17]=[C:18]([CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([O:33][CH3:34])[CH:28]=3)[C:19]3[CH2:25][NH:24][CH2:23][CH2:22][C:20]=3[N:21]=2)[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1.[C:35](OC(=O)C)(=[O:37])[CH3:36]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:15][C:16]2[N:17]=[C:18]([CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([O:33][CH3:34])[CH:28]=3)[C:19]3[CH2:25][N:24]([C:35](=[O:37])[CH3:36])[CH2:23][CH2:22][C:20]=3[N:21]=2)[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 59333717HCID 59333717, compound

Product 1

HCID 46200203HCID 46200203, compoundYield 16.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

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 (137 mg, 0.3 mmol, example 95a) was dissolved in DCM (3 mL) and acetic anhydride (0.028 mL, 0.30 mmol) was added. The crude product was purified by preparative HPLC yielding 1-(2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-4-(3-methoxybenzyl)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)ethanone (25.00 mg, 16.7%).

Workup

  1. customThe crude product was purified by preparative HPLC

Sources & evidence

ORD record
ord-0618ae2d556c440980056902cac35063
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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