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

HRID 227526Notes

Reaction equation

HRID 227526 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:47][CH3:48])=[N:40][C:41]([CH3:46])=[CH:42][C:43]=2[O:44][CH3:45])=[O:36])[CH2:30][CH2:29]1.SC1NC2C=CC=CC=2N=1.[SH:59][C:60]1[O:61][C:62]2[CH:68]=[CH:67][CH:66]=[CH:65][C:63]=2[N:64]=1>>[O:61]1[C:62]2[CH:68]=[CH:67][CH:66]=[CH:65][C:63]=2[N:64]=[C:60]1[S:59][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:47][CH3:48])=[N:40][C:41]([CH3:46])=[CH:42][C:43]=2[O:44][CH3:45])=[O:36])[CH2:30][CH2:29]1

Participants

5

Reactant 4

HCID 116892402-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[2,4-bis(methylthio)-6-methyl-3-pyridyl]acetamideHCID 210873442-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[2,4-dimethoxy-6-methylpyridin-3-yl]acetamideHCID 1784182821,3-benzoxazole-2-thiolHCID 178527775HCID 178527775, compound

Product 1

HCID 222728162-[4-[2-(benzoxazol-2-ylthio)ethyl]piperazin-1-yl]-N-[2,4-dimethoxy-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-dimethoxy-6-methylpyridin-3-yl]acetamide, and 2-mercaptobenzimidazole was replaced by 2-mercaptobenzoxazole, to thereby yield the title compound as a colorless crystalline powder.

Workup

  1. customThe reaction and treatments of Example 12

Sources & evidence

ORD record
ord-0c7ae24d9f7c49ce975e870322f112b0
Source dataset
uspto-grants-2009_07
Patent number
US07560547B2

Reaction notes

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