Morpholine → HCID 59239393, compound

HRID 1697894Notes

Reaction equation

HRID 1697894 reaction equation
[CH2:1]([N:8]1[CH2:16][C:15]2[C:14](Cl)=[N:13][C:12]([Cl:18])=[N:11][C:10]=2[C:9]1=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)C(C)C)(C)C.[NH:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>C(O)(C)C>[CH2:1]([N:8]1[CH2:16][C:15]2[C:14]([N:29]3[CH2:34][CH2:33][O:32][CH2:31][CH2:30]3)=[N:13][C:12]([Cl:18])=[N:11][C:10]=2[C:9]1=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 592394402,4-Dichloro-5,6-dihydro-6-(phenylmethyl)-7H-pyrrolo[3,4-d]pyrimidin-7-one

Product 1

HCID 59239393HCID 59239393, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

6-benzyl-2,4-dichloro-5H-pyrrolo[3,4-d]pyrimidin-7(6H)-one (cw) (0.125 g, 0.000425 mol), isopropyl alcohol (2.90 mL), N,N-diisopropylethylamine (0.150 mL, 0.861 mmol) and morpholine (0.0556 mL, 0.638 mmol) were mixed and the mixture was stirred for 30 minutes. The reaction mixture was concentrated. The resulting residue was chromatographed through silica gel (40 g, 0-5% MeOH in dichloromethane) to give the compound cx (0.126 g, 86%).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customThe resulting residue was chromatographed through silica gel (40 g, 0-5% MeOH in dichloromethane)
  3. customto give the compound cx (0.126 g, 86%)

Sources & evidence

ORD record
ord-43f09ab8aa2e4c33ba2a514d5fc1a268
Source dataset
uspto-grants-2012_04
Patent number
US08163763B2

Reaction notes

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