Dimethyl Sulfoxide → HCID 22923382, compound

HRID 55030

Reaction equation

HRID 55030 reaction equation
Br.[CH3:2][N:3]1[C:12]2[C:7](=[CH:8][C:9]([CH3:13])=[CH:10][CH:11]=2)[C:6](=[O:14])[N:5]([CH:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[C:4]1=[O:21].CS([C:26]1[C:31]2[CH:32]=[C:33]([O:38][CH3:39])[C:34]([O:36][CH3:37])=[CH:35][C:30]=2[N:29]=[N:28][N:27]=1)(=O)=O.CS(C)=O>CO>[CH3:39][O:38][C:33]1[C:34]([O:36][CH3:37])=[CH:35][C:30]2[N:29]=[N:28][N:27]=[C:26]([N:18]3[CH2:19][CH2:20][CH:15]([N:5]4[C:6](=[O:14])[C:7]5[C:12](=[CH:11][CH:10]=[C:9]([CH3:13])[CH:8]=5)[N:3]([CH3:2])[C:4]4=[O:21])[CH2:16][CH2:17]3)[C:31]=2[CH:32]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 147138604-Methanesulfonyl-6,7-dimethoxy-1,2,3-benzotriazineHCID 218512221,2,3,4-Tetrahydro-1,6-dimethyl-2,4-dioxo-3-(4-piperidinyl)quinazoline hydrobromide2×

Product 1

HCID 22923382HCID 22923382, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The procedure similar to that described in Example 40 was repeated, except that 354.0 mg (1.0 mmol) of 1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxo-3-(4-piperidinyl)-quinazoline hydrobromide (Compound v) obtained in Example 41 was used, 4-methanesulfonyl-6,7-dimethoxy-1,2,3-benzotriazine was used in place of 4-chloro-6,7-dimethoxyquinazoline, DMSO was used as a reaction solvent in place of methanol, and the reaction was conducted at room temperature. As a result, 307.6 mg (yield: 67%) of Compound 75 was obtained as white crystals.

Workup

  1. customobtained in Example 41
  2. customwas conducted at room temperature

Sources & evidence

ORD record
ord-25b78c8889bb41eb925ff373b6b6f769
Source dataset
uspto-grants-1997_04
Patent number
US05624926

Linked notes

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