Triethylamine → HCID 58981050, compound

HRID 1181675Notes

Reaction equation

HRID 1181675 reaction equation
[CH3:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH:7]=O.C(N(CC)CC)C.[CH2:16]([N:20]1[C:25]([NH:26][N:27]=[CH:28][C:29]2[C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH:32]=[CH:31][CH:30]=2)=[CH:24][C:23](=[O:39])[N:22]([CH3:40])[C:21]1=[O:41])[CH:17]([CH3:19])[CH3:18]>CN(C)C=O>[CH2:16]([N:20]1[C:25]2=[N:26][N:27]([CH2:28][C:29]3[C:38]4[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=4)[CH:32]=[CH:31][CH:30]=3)[C:7]([C:3]3[S:4][CH:5]=[CH:6][C:2]=3[CH3:1])=[C:24]2[C:23](=[O:39])[N:22]([CH3:40])[C:21]1=[O:41])[CH:17]([CH3:19])[CH3:18]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 799113-Methyl-2-thiophenecarboxaldehydeHCID 86760562HCID 86760562, compound

Product 1

HCID 58981050HCID 58981050, compoundYield 62.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

3-methyl-2-thiophenecarbaldehyde (0.063 g) and triethylamine (0.1 ml) was added to a solution of 1-naphthaldehyde (3-isobutyl-1-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)hydrazone (0.0875 g) in dimethylformamide (1.5 ml). The solution was heated at 90° C. for 24 hours. Reaction cooled to room temperature and purified on preparative HPLC to give the title compound (0.072 g). Mass: 458.87 (M+H).

Workup

  1. customReaction
  2. temperaturecooled to room temperature
  3. custompurified on preparative HPLC

Sources & evidence

ORD record
ord-5bfe5dfa2e314e249a1df92876b161f9
Source dataset
uspto-grants-2007_10
Patent number
US07285558B2

Reaction notes

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