2-{N-[2-({2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}amino)-4-(2,4-dichlorophenyl)pyrimidin-5-yl]carbamoyl}benzoic acid → 2-[2-({2-[(6-Amino-5-nitro(2-pyridyl))amino]ethyl}amino)-4-(2,4-dichlorophenyl)pyrimidin-5-yl]isoindoline-1,3-dione

HRID 2297135Notes

Reaction equation

HRID 2297135 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11][C:12]2[N:17]=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])[C:15]([NH:26][C:27]([C:29]3[CH:37]=[CH:36][CH:35]=[CH:34][C:30]=3[C:31]([OH:33])=O)=[O:28])=[CH:14][N:13]=2)[CH:5]=[CH:4][C:3]=1[N+:38]([O-:40])=[O:39]>C(O)(=O)C>[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11][C:12]2[N:17]=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])[C:15]([N:26]3[C:27](=[O:28])[C:29]4[C:30](=[CH:34][CH:35]=[CH:36][CH:37]=4)[C:31]3=[O:33])=[CH:14][N:13]=2)[CH:5]=[CH:4][C:3]=1[N+:38]([O-:40])=[O:39]

Participants

3

Reactant 1

HCID 221424542-{N-[2-({2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}amino)-4-(2,4-dichlorophenyl)pyrimidin-5-yl]carbamoyl}benzoic acid

Product 1

HCID 221428712-[2-({2-[(6-Amino-5-nitro(2-pyridyl))amino]ethyl}amino)-4-(2,4-dichlorophenyl)pyrimidin-5-yl]isoindoline-1,3-dione

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1 mmol of 2-{N-[2-({2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}amino)-4-(2,4dichlorophenyl)pyrimidin-5-yl]carbamoyl}benzoic acid is heated to 120° C. in acetic acid for four hours and then concentrated in vacuo to obtain 2-[2-({2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}amino)-4-(2,4-dichlorophenyl)pyrimidin-5-yl]isoindoline-1,3-dione.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b55f5fcf56a04b6f8cbb2bc498001eea
Source dataset
uspto-grants-2002_12
Patent number
US06489344B1

Reaction notes

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