2-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[2,4-bis(methylthio)-6-methyl-3-pyridyl]acetamide → 2-[4-[2-(7-trifluoromethylbenzoxazol-2-ylthio)ethyl]piperazin-1-yl]-N-[2,4-bis(morpholino)-6-methylpyridin-3-yl]acetamide

HRID 227537Notes

Reaction equation

HRID 227537 reaction equation
OCCN1CCN(CC(NC2C(SC)=NC(C)=CC=2SC)=O)CC1.O[CH2:26][CH2:27][N:28]1[CH2:33][CH2:32][N:31]([CH2:34][C:35]([NH:37][C:38]2[C:39]([N:51]3[CH2:56][CH2:55][O:54][CH2:53][CH2:52]3)=[N:40][C:41]([CH3:50])=[CH:42][C:43]=2[N:44]2[CH2:49][CH2:48][O:47][CH2:46][CH2:45]2)=[O:36])[CH2:30][CH2:29]1.SC1NC2C=CC=CC=2N=1.[SH:67][C:68]1[O:69][C:70]2[C:76]([C:77]([F:80])([F:79])[F:78])=[CH:75][CH:74]=[CH:73][C:71]=2[N:72]=1>>[F:78][C:77]([F:80])([F:79])[C:76]1[C:70]2[O:69][C:68]([S:67][CH2:26][CH2:27][N:28]3[CH2:29][CH2:30][N:31]([CH2:34][C:35]([NH:37][C:38]4[C:39]([N:51]5[CH2:56][CH2:55][O:54][CH2:53][CH2:52]5)=[N:40][C:41]([CH3:50])=[CH:42][C:43]=4[N:44]4[CH2:45][CH2:46][O:47][CH2:48][CH2:49]4)=[O:36])[CH2:32][CH2:33]3)=[N:72][C:71]=2[CH:73]=[CH:74][CH:75]=1

Participants

5

Reactant 4

HCID 116892402-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[2,4-bis(methylthio)-6-methyl-3-pyridyl]acetamideHCID 210873422-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[2,4-bis(morpholino)-6-methylpyridin-3-yl]acetamideHCID 178506117HCID 178506117, compoundHCID 178527775HCID 178527775, compound

Product 1

HCID 210873312-[4-[2-(7-trifluoromethylbenzoxazol-2-ylthio)ethyl]piperazin-1-yl]-N-[2,4-bis(morpholino)-6-methylpyridin-3-yl]acetamide

Procedure

The reaction and treatments of Example 12 were repeated, except that 2-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[2,4-bis(methylthio)-6-methylpyridin-3-yl]acetamide was replaced by 2-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[2,4-bis(morpholino)-6-methylpyridin-3-yl]acetamide, and 2-mercaptobenzimidazole was replaced by 2-mercapto-7-trifluoromethylbenzoxazole, to thereby yield the title compound as a colorless foamed substance.

Workup

  1. customThe reaction and treatments of Example 12

Sources & evidence

ORD record
ord-bc427d683e6541d1b493404a392370dd
Source dataset
uspto-grants-2009_07
Patent number
US07560547B2

Reaction notes

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