Diisopropylethylamine → HCID 178424068, compound

HRID 852054Notes

Reaction equation

HRID 852054 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]([CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH3:9])[C:3]=1[N+:15]([O-:17])=[O:16].C(N(C(C)C)CC)(C)C.[CH3:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]2[NH:38][CH:37]=[N:36][N:35]=2)=[CH:30][C:29]=1[NH2:39]>CCCCO>[CH3:12][C:11]([CH3:14])([CH3:13])[CH2:10][N:8]([CH3:9])[C:4]1[C:3]([N+:15]([O-:17])=[O:16])=[C:2]([NH:39][C:29]2[CH:30]=[C:31]([C:34]3[NH:38][CH:37]=[N:36][N:35]=3)[CH:32]=[CH:33][C:28]=2[CH3:27])[N:7]=[CH:6][N:5]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 58928507(6-Chloro-5-nitro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-methyl-amineHCID 178424064HCID 178424064, compound

Product 1

HCID 178424068HCID 178424068, compoundYield 30.5%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
80 °C

Procedure

A solution of (6-Chloro-5-nitro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-methyl-amine (185 mg, 0.72 mmol), diisopropylethylamine (0.13 mL, 0.72 mmol) and 2-Methyl-5-(4H-[1,2,4]triazol-3-yl)-phenylamine (126 mg, 0.72 mmol) in 3 mL of n-BuOH was heated with stirring at 80° C. for 18 h. The solvent was then evaporated in vacuo and the crude product was purified by flash chromatography to afford 87 mg of the product (30%). MS (m/z) calcd for C19H24N8O2 (MH+), 397.2, found, 397.3.

Workup

  1. customThe solvent was then evaporated in vacuo
  2. customthe crude product was purified by flash chromatography

Sources & evidence

ORD record
ord-b2d5eb4d36984ce7afde9d1b2bba314e
Source dataset
uspto-grants-2007_08
Patent number
US07253174B2

Reaction notes

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