5-Methyl-2-pyrazinecarboxylic acid → N-[6-(4-Chlorobenzyl)-1-(2,4-dichlorobenzenesulfonyl)-8-isopropyl-4,7-dioxooctahydropyrazino[1,2-a]pyrimidin-3-yl]-5-methylpyrazine-2-carboxamide

HRID 1994417Notes

Reaction equation

HRID 1994417 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][C:5]([C:8]([OH:10])=O)=[N:6][CH:7]=1.[NH2:11][CH:12]1[C:17](=[O:18])[N:16]2[CH:19]([CH2:27][C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=3)[C:20](=[O:26])[N:21]([CH:23]([CH3:25])[CH3:24])[CH2:22][CH:15]2[N:14]([S:35]([C:38]2[CH:43]=[CH:42][C:41]([Cl:44])=[CH:40][C:39]=2[Cl:45])(=[O:37])=[O:36])[CH2:13]1>>[Cl:34][C:31]1[CH:32]=[CH:33][C:28]([CH2:27][CH:19]2[N:16]3[C:17](=[O:18])[CH:12]([NH:11][C:8]([C:5]4[CH:4]=[N:3][C:2]([CH3:1])=[CH:7][N:6]=4)=[O:10])[CH2:13][N:14]([S:35]([C:38]4[CH:43]=[CH:42][C:41]([Cl:44])=[CH:40][C:39]=4[Cl:45])(=[O:37])=[O:36])[CH:15]3[CH2:22][N:21]([CH:23]([CH3:25])[CH3:24])[C:20]2=[O:26])=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 1228315-Methyl-2-pyrazinecarboxylic acidHCID 591342523-Amino-6-(4-chlorobenzyl)-1-(2,4-dichlorobenzenesulfonyl)-8-isopropylhexahydropyrazino[1,2-a]pyrimidine-4,7-dione

Product 1

HCID 59134190N-[6-(4-Chlorobenzyl)-1-(2,4-dichlorobenzenesulfonyl)-8-isopropyl-4,7-dioxooctahydropyrazino[1,2-a]pyrimidin-3-yl]-5-methylpyrazine-2-carboxamide

Procedure

Synthesis took place in analogy to Example 29e using 5-methylpyrazine-2-carboxylic acid and 3-amino-6-(4-chlorobenzyl)-1-(2,4-dichlorobenzenesulfonyl)-8-isopropylhexahydropyrazino[1,2-a]pyrimidine-4,7-dione. The desired product is obtained with MW=678.10 (calculated, monoisotopic); measured value (M+H)+: 679.06

Workup

  1. customSynthesis

Sources & evidence

ORD record
ord-7998245f253443958cf73e795e2edd7a
Source dataset
uspto-grants-2010_01
Patent number
US07652007B2

Reaction notes

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