Glycine methyl ester → HCID 22721845, compound

HRID 1976040Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([C:21]([CH:23]3[CH2:28][CH2:27][N:26]([C:29]4[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=4)[CH2:25][CH2:24]3)=[O:22])[CH:17]([C:35]([OH:37])=O)[CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2.[CH3:38][O:39][C:40](=[O:43])[CH2:41][NH2:42]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([C:21]([CH:23]3[CH2:28][CH2:27][N:26]([C:29]4[CH:30]=[CH:31][N:32]=[CH:33][CH:34]=4)[CH2:25][CH2:24]3)=[O:22])[CH:17]([C:35](=[O:37])[NH:42][CH2:41][C:40]([O:39][CH3:38])=[O:43])[CH2:16]1)(=[O:13])=[O:14])[CH:6]=[CH:5]2

Participants

Reactant 2

HCID 69221Glycine methyl ester

HCID 11114582HCID 11114582, compound

Product 1

HCID 22721845HCID 22721845, compoundYield 76%

Procedure

Using an analogous procedure to that described in Example 20, 4-(6-bromonaphth-2-ylsulphonyl)-2-carboxy-1-[1-(4-pyridyl)piperidin-4-ylcarbonyl]piperazine was reacted with glycine methyl ester to give 4-(6-bromonaphth-2-ylsulphonyl)-2-[N-(methoxycarbonylmethyl)carbamoyl]-1-[1-(4-pyridyl)piperidin-4-ylcarbonyl]piperazine in 76% yield as a glass;

Sources & evidence

ORD record: ord-bbe743988d0f4aaeb46c547144f20ed5
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06225309B1

Reaction notes

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