2-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[2,4-bis(methylthio)-6-methyl-3-pyridyl]acetamide → 2-[4-[2-(oxazolo[4,5-b]pyridin-2-ylthio)ethyl]piperazin-1-yl]-N-[2,4-bis(1-methylethoxy)-6-methylpyridin-3-yl]acetamide

HRID 227528Notes

Reaction equation

HRID 227528 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:49][CH:50]([CH3:52])[CH3:51])=[N:40][C:41]([CH3:48])=[CH:42][C:43]=2[O:44][CH:45]([CH3:47])[CH3:46])=[O:36])[CH2:30][CH2:29]1.SC1NC2C=CC=CC=2N=1.[SH:63][C:64]1[O:65][C:66]2[C:67]([N:72]=1)=[N:68][CH:69]=[CH:70][CH:71]=2>>[O:65]1[C:66]2[C:67](=[N:68][CH:69]=[CH:70][CH:71]=2)[N:72]=[C:64]1[S:63][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:49][CH:50]([CH3:51])[CH3:52])=[N:40][C:41]([CH3:48])=[CH:42][C:43]=2[O:44][CH:45]([CH3:46])[CH3:47])=[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 210873412-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[2,4-bis(1-methylethoxy)-6-methylpyridin-3-yl]acetamideHCID 178527775HCID 178527775, compoundHCID 178527820HCID 178527820, compound

Product 1

HCID 210873452-[4-[2-(oxazolo[4,5-b]pyridin-2-ylthio)ethyl]piperazin-1-yl]-N-[2,4-bis(1-methylethoxy)-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(1-methylethoxy)-6-methylpyridin-3-yl]acetamide, and 2-mercaptobenzimidazole was replaced by 2-mercaptooxazolo[4,5-b]pyridine, to thereby yield the title compound as a yellow oil.

Workup

  1. customThe reaction and treatments of Example 12

Sources & evidence

ORD record
ord-222e3aa607f44266a42c840c4b1d7222
Source dataset
uspto-grants-2009_07
Patent number
US07560547B2

Reaction notes

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