Trimethylsilyl cyanide → 5-Isopropyl-pyridine-2-sulphonic acid 2-(2-cyano-pyridin-4-yl)-6-(2-hydroxy-ethoxy)-5-(2-methoxy-phenoxy)-pyrimidin-4-yl-amide

HRID 1422205Notes

Reaction equation

HRID 1422205 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[N:10]=[C:9](N2CCOCC2)[N:8]=[C:7]([NH:17][S:18]([C:21]2[CH:26]=[CH:25][C:24]([CH:27]([CH3:29])[CH3:28])=[CH:23][N:22]=2)(=[O:20])=[O:19])[C:6]=1[O:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[O:37][CH3:38].C[Si]([C:43]#[N:44])(C)C>C(N(CC)CC)C>[C:21]([C:26]1[CH:25]=[C:24]([C:9]2[N:8]=[C:7]([NH:17][S:18]([C:21]3[CH:26]=[CH:25][C:24]([CH:27]([CH3:28])[CH3:29])=[CH:23][N:22]=3)(=[O:19])=[O:20])[C:6]([O:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[O:37][CH3:38])=[C:5]([O:4][CH2:3][CH2:2][OH:1])[N:10]=2)[CH:23]=[CH:43][N:44]=1)#[N:22]

Participants

4

Reactant 2

HCID 82115Trimethylsilyl cyanideHCID 22377859N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-morpholinopyrimidin-4-yl)-5-isopropylpyridine-2-sulfonamide

Product 1

HCID 178911345-Isopropyl-pyridine-2-sulphonic acid 2-(2-cyano-pyridin-4-yl)-6-(2-hydroxy-ethoxy)-5-(2-methoxy-phenoxy)-pyrimidin-4-yl-amide

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

reacting the product of step e) with trimethylsilylcyanide and triethylamine to form 5-isopropyl-pyridine-2-sulphonic acid 2-(2-cyano-pyridin-4-yl)-6-(2-hydroxy-ethoxy)-5-(2-methoxy-phenoxy)-pyrimidin-4-yl-amide, and

Sources & evidence

ORD record
ord-46092d4a94b248b2baf65ff6d3c8eda8
Source dataset
uspto-grants-2000_06
Patent number
US06080866

Reaction notes

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