Morpholine → HCID 9894980, compound

HRID 31798Notes

Reaction equation

HRID 31798 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[NH2:7][C:8]1[N:13]=[C:12]([NH:14][CH2:15][CH2:16][NH:17][C:18]2[N:23]=[C:22]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=3[Cl:31])[C:21]([N:32]3[C:36](=[O:37])[CH:35]=[CH:34][C:33]3=[O:38])=[CH:20][N:19]=2)[CH:11]=[CH:10][C:9]=1[N+:39]([O-:41])=[O:40]>>[NH2:7][C:8]1[N:13]=[C:12]([NH:14][CH2:15][CH2:16][NH:17][C:18]2[N:23]=[C:22]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=3[Cl:31])[C:21]([N:32]3[C:36](=[O:37])[CH2:35][CH:34]([N:1]4[CH2:6][CH2:5][O:4][CH2:3][CH2:2]4)[C:33]3=[O:38])=[CH:20][N:19]=2)[CH:11]=[CH:10][C:9]=1[N+:39]([O-:41])=[O:40]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 221430891-[2-({2-[(6-Amino-5-nitro(2-pyridyl))amino]ethyl}amino)-4-(2,4-dichlorophenyl)pyrimidin-5-yl]-3-pyrroline-2,5-dione

Product 1

HCID 9894980HCID 9894980, compound

Procedure

Large excess of morpholine was added to clean fractions of 1-[2-({2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}amino)-4-(2,4-dichlorophenyl)pyrimidin-5-yl]-3-pyrroline-2,5-dione concentrated in vacuo, and purified by column chromatography eluting with 5-10% methanol/methylene chloride to obtain 1-[2-({2-[(6-amino-5-nitro(2-pyridyl))amino]-ethyl}amino)-4-(2,4-dichlorophenyl)pyrimidin-5-yl]-3-morpholin-4-ylpyrrolidine-2,5-dione.

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified by column chromatography
  3. washeluting with 5-10% methanol/methylene chloride

Sources & evidence

ORD record
ord-07c90b2cbf0e44bc832c93993924e49d
Source dataset
uspto-grants-2008_09
Patent number
US07425557B2

Reaction notes

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