Iodoacetamide → HCID 68991696, compound

HRID 1874329Notes

Reaction equation

HRID 1874329 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:10]=[N:11][C:12]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=3)(=[O:18])=[O:17])=[CH:13][CH:14]=2)=[CH:4][C:3]=1[NH:26][C:27]([C:29]1[N:33]([CH3:34])[N:32]=[C:31]([CH3:35])[CH:30]=1)=[O:28].C(N(CC)C(C)C)(C)C.I[CH2:46][C:47]([NH2:49])=[O:48]>CN(C)C=O>[NH2:49][C:47](=[O:48])[CH2:46][N:11]1[C:12](=[N:15][S:16]([C:19]2[CH:20]=[CH:21][C:22]([CH3:25])=[CH:23][CH:24]=2)(=[O:18])=[O:17])[CH:13]=[CH:14][C:9]([O:8][C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([NH:26][C:27]([C:29]3[N:33]([CH3:34])[N:32]=[C:31]([CH3:35])[CH:30]=3)=[O:28])[CH:4]=2)=[CH:10]1

Participants

5

Reactant 3

HCID 3727IodoacetamideHCID 81531DiisopropylethylamineHCID 57749374HCID 57749374, compound

Product 1

HCID 68991696HCID 68991696, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In the same manner as in Reference Example 5 and using N-{2-chloro-5-[(6-{[(4-methylphenyl)sulfonyl]amino}pyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide (364 mg, 0.711 mmol), N,N-diisopropylethylamine (161 μl, 0.924 mmol), iodoacetamide (171 mg, 0.924 mmol) and N,N-dimethylformamide (5 mL) as starting materials, the title compound (305 mg, 75%) was obtained as a white solid.

Sources & evidence

ORD record
ord-b1eaaa526f8b4a6b8f8ef1b342a50ff9
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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