Lithium 6-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylate → N-[[4-[(6-chloronaphthalen-2-yl)sulfonyl]-1-[(6-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)carbonyl]piperazin-2-yl]carbonyl]glycine ethyl ester

HRID 352947Notes

Reaction equation

HRID 352947 reaction equation
[CH3:1][CH:2]1[NH:7][CH2:6][C:5]2[S:8][C:9]([C:11]([O-:13])=O)=[N:10][C:4]=2[CH2:3]1.[Li+].FC(F)(F)C(O)=O.[CH2:22]([O:24][C:25](=[O:50])[CH2:26][NH:27][C:28]([CH:30]1[NH:35][CH2:34][CH2:33][N:32]([S:36]([C:39]2[CH:48]=[CH:47][C:46]3[C:41](=[CH:42][CH:43]=[C:44]([Cl:49])[CH:45]=3)[CH:40]=2)(=[O:38])=[O:37])[CH2:31]1)=[O:29])[CH3:23]>>[CH2:22]([O:24][C:25](=[O:50])[CH2:26][NH:27][C:28]([CH:30]1[CH2:31][N:32]([S:36]([C:39]2[CH:48]=[CH:47][C:46]3[C:41](=[CH:42][CH:43]=[C:44]([Cl:49])[CH:45]=3)[CH:40]=2)(=[O:38])=[O:37])[CH2:33][CH2:34][N:35]1[C:11]([C:9]1[S:8][C:5]2[CH2:6][NH:7][CH:2]([CH3:1])[CH2:3][C:4]=2[N:10]=1)=[O:13])=[O:29])[CH3:23]

Participants

3

Reactant 2

HCID 23674323Lithium 6-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylateHCID 69880209N-[[1-[(6-chloronaphthalen-2-yl)sulfonyl]piperazin-3-yl]carbonyl]glycine ethyl ester trifluoroacetate

Product 1

HCID 22709851N-[[4-[(6-chloronaphthalen-2-yl)sulfonyl]-1-[(6-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)carbonyl]piperazin-2-yl]carbonyl]glycine ethyl ester

Procedure

Starting materials: lithium 6-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylate, N-[[1-[(6-chloronaphthalen-2-yl)sulfonyl]piperazin-3-yl]carbonyl]glycine ethyl ester trifluoroacetate

Sources & evidence

ORD record
ord-d37c0a1c8cf04af698d669d002ba07b6
Source dataset
uspto-grants-2004_06
Patent number
US06747023B1

Reaction notes

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