4-Aminopyrimidine → HCID 54684934, compound

HRID 2164117Notes

Reaction equation

[CH3:1][N:2]1[C:15]([C:16]([O:18]C)=O)=[C:14]([OH:20])[C:5]2[N:6]([CH3:13])[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[C:4]=2[S:3]1(=[O:22])=[O:21].[NH2:23][C:24]1[CH:29]=[CH:28][N:27]=[CH:26][N:25]=1>>[CH3:1][N:2]1[C:15]([C:16]([NH:23][C:24]2[CH:29]=[CH:28][N:27]=[CH:26][N:25]=2)=[O:18])=[C:14]([OH:20])[C:5]2[N:6]([CH3:13])[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[C:4]=2[S:3]1(=[O:21])=[O:22]

Participants

Reactant 2

HCID 689584-Aminopyrimidine

HCID 54684931HCID 54684931, compound

Product 1

HCID 54684934HCID 54684934, compoundYield 86.5%

Procedure

Analogous to Example 45, 0.7 gm (2.1 millimols) of methyl 2,5-dihydro-2,5-dimethyl-4-hydroxy-1,2-thiazino[5,6-b]indole-3-carboxylate-1,1-dioxide and 0.24 gm (2.5 millimols) of 4-amino-pyrimidine were reacted, yielding 0.7 gm (86% of theory) of 2,5-dihydro-2,5-dimethyl-4-hydroxy-N-(4-pyrimidinyl)-1,2-thiazino[5,6-b]indole-3-carboxamide-1,1-dioxide; M.p.: 255° C. (decomposition).

Sources & evidence

ORD record: ord-6b3cfe1a571e42bb8905d436ae9a0173
Source dataset: uspto-grants-1979_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04137313

Reaction notes

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