Sodium Iodide → (2-Methoxy-pyridin-4-yl)-[6-(4-morpholin-4-ylmethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine

HRID 133049Notes

Reaction equation

HRID 133049 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([NH:9][C:10]2[C:11]3[CH:18]=[C:17]([C:19]4[CH:24]=[CH:23][C:22]([CH2:25]Cl)=[CH:21][CH:20]=4)[NH:16][C:12]=3[N:13]=[CH:14][N:15]=2)[CH:6]=[CH:5][N:4]=1.[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1.[Na+].[I-]>C(O)C>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([NH:9][C:10]2[C:11]3[CH:18]=[C:17]([C:19]4[CH:24]=[CH:23][C:22]([CH2:25][N:27]5[CH2:32][CH2:31][O:30][CH2:29][CH2:28]5)=[CH:21][CH:20]=4)[NH:16][C:12]=3[N:13]=[CH:14][N:15]=2)[CH:6]=[CH:5][N:4]=1

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 8083MorpholineHCID 69182275(2-Methoxy-pyridin-4-yl)-[6-(4-chloromethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine

Product 1

HCID 10295388(2-Methoxy-pyridin-4-yl)-[6-(4-morpholin-4-ylmethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

330 mg (0.90 mMol) (2-Methoxy-pyridin-4-yl)-[6-(4-chloromethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine, 0.81 ml morpholine and a trace of NaI is stirred for 2 h in 20 ml boiling ethanol. A clear solution is formed from which upon cooling to RT the title compound crystallizes out and can be filtered off; TLC (CH2Cl2/methanol 9:1) Rf=0.33; MS-ES+: (M+H)+=417.

Workup

  1. customA clear solution is formed from which

Sources & evidence

ORD record
ord-4bce0188464049679051db594c0da45e
Source dataset
uspto-grants-2008_06
Patent number
US07390805B2

Reaction notes

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