Diisopropylethylamine → HCID 12104675, compound

HRID 1687505Notes

Reaction equation

HRID 1687505 reaction equation
N[C:2]1[CH:3]=[CH:4][C:5]([O:13][CH3:14])=[C:6]2[C:10]=1[C:9](=[O:11])[N:8]([CH3:12])[CH2:7]2.ClC1N=C(Cl)C(Cl)=CN=1.C(N(CC)C(C)C)(C)C>C(O)(C)C>[CH3:14][O:13][C:5]1[CH:4]=[CH:3][CH:2]=[C:10]2[C:6]=1[CH2:7][N:8]([CH3:12])[C:9]2=[O:11]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 2372592,4,5-TrichloropyrimidineHCID 672539417-Amino-4-methoxy-2-methyl-2,3-dihydroisoindol-1-one

Product 1

HCID 12104675HCID 12104675, compoundYield 129.9%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

7-Amino-4-methoxy-2-methyl-2,3-dihydroisoindol-1-one (292 mg, 1.52 mmol) was combined with 2,4,5-trichloropyrimidine (279 mg, 1.52 mmol), and N,N-diisopropylethylamine (294 mg, 2.28 mmol) in isopropanol (5 mL) and microwaved at 120° C. for one hour. The yellow solid produced was isolated by filtration, was washed with clean isopropanol, and was dried in vacuo to afford 7-(2,5)-dichloropyrimidin-4-ylamino)-4-methoxy-2-methyl-2,3-dihydroisoindol-1-one (350 mg, 68%) as a yellow solid.

Workup

  1. custommicrowaved at 120° C. for one hour
  2. customThe yellow solid produced
  3. customwas isolated by filtration
  4. washwas washed with clean isopropanol
  5. customwas dried in vacuo

Sources & evidence

ORD record
ord-70520990c2f04ed8a46b2d75e5538c96
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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