tert-Butyl (triphenylphosphoranylidene) acetate → HCID 86588148, compound

HRID 1828530Notes

Reaction equation

HRID 1828530 reaction equation
[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:29]=[CH:28][N:14]3[C:15](=[O:27])[C:16]([CH:25]=O)=[C:17]([N:19]4[CH2:24][CH2:23][O:22][CH2:21][CH2:20]4)[N:18]=[C:13]3[C:12]=2[O:30][CH3:31])[S:7][CH:8]=1)([CH3:3])[CH3:2].[C:32]([O:36][C:37]([CH:39]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:38])([CH3:35])([CH3:34])[CH3:33]>O1CCCC1.CN(C)C=O>[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:29]=[CH:28][N:14]3[C:15](=[O:27])[C:16](/[CH:25]=[CH:39]/[C:37]([O:36][C:32]([CH3:33])([CH3:34])[CH3:35])=[O:38])=[C:17]([N:19]4[CH2:24][CH2:23][O:22][CH2:21][CH2:20]4)[N:18]=[C:13]3[C:12]=2[O:30][CH3:31])[S:7][CH:8]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 256127tert-Butyl (triphenylphosphoranylidene) acetateHCID 220636938-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-9-methoxy-2-morpholino-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde2×

Product 1

HCID 86588148HCID 86588148, compoundYield 57%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

The 8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-9-methoxy-2-morpholino-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde (300 mg) obtained in (H) was dissolved in tetrahydrofuran (4 ml) and dimethylformamide (1 ml), added with (tert-butoxy-carbonylmethylene)triphenylphosphorane (767 mg), and stirred at 80° C. for 15 hours. After the solvent was evaporated, the residue was purified by silica gel column chromatography to obtain the title compound (209 mg) as yellow powder.

Workup

  1. customAfter the solvent was evaporated
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-3ea7837a06174f2cb8599b89d888f654
Source dataset
uspto-grants-2006_06
Patent number
US07056917B2

Reaction notes

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