5,6-difluoro-1H-benzimidazole-2-thiol → 2-[4-[2-(5,6-difluorobenzimidazol-2-ylthio)ethyl]piperazin-1-yl]-N-[2,4-bis(2,2,2-trifluoroethoxy)-6-methyl-3-pyridyl]acetamide

HRID 348562Notes

Reaction equation

HRID 348562 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]([O:51][CH2:52][C:53]([F:56])([F:55])[F:54])=[N:40][C:41]([CH3:50])=[CH:42][C:43]=2[O:44][CH2:45][C:46]([F:49])([F:48])[F:47])=[O:36])[CH2:30][CH2:29]1.SC1NC2C=CC=CC=2N=1.[F:67][C:68]1[C:77]([F:78])=[CH:76][C:71]2[N:72]=[C:73]([SH:75])[NH:74][C:70]=2[CH:69]=1>>[F:78][C:77]1[C:68]([F:67])=[CH:69][C:70]2[N:74]=[C:73]([S:75][CH2:26][CH2:27][N:28]3[CH2:33][CH2:32][N:31]([CH2:34][C:35]([NH:37][C:38]4[C:39]([O:51][CH2:52][C:53]([F:56])([F:54])[F:55])=[N:40][C:41]([CH3:50])=[CH:42][C:43]=4[O:44][CH2:45][C:46]([F:47])([F:48])[F:49])=[O:36])[CH2:30][CH2:29]3)[NH:72][C:71]=2[CH:76]=1

Participants

5

Reactant 4

HCID 106791065,6-difluoro-1H-benzimidazole-2-thiolHCID 116892402-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[2,4-bis(methylthio)-6-methyl-3-pyridyl]acetamideHCID 231109552-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[2,4 bis(2,2,2-trifluoroethoxy)-6-methylpyridin-3-yl]acetamideHCID 178527775HCID 178527775, compound

Product 1

HCID 100097592-[4-[2-(5,6-difluorobenzimidazol-2-ylthio)ethyl]piperazin-1-yl]-N-[2,4-bis(2,2,2-trifluoroethoxy)-6-methyl-3-pyridyl]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(2,2,2-trifluoroethoxy)-6-methylpyridin-3-yl]acetamide, and 2-mercaptobenzimidazole was replaced by 5,6-difluoro-2-mercaptobenzimidazole, 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-62973ea3184948a783672f923af6076f
Source dataset
uspto-grants-2007_02
Patent number
US07176306B2

Reaction notes

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