Potassium Hydroxide → HCID 86626954, compound

HRID 2065837Notes

Reaction equation

HRID 2065837 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH:8]=[O:9])[CH:5]=[CH:4][N:3]=1.[OH-].[K+].[N+:12]([CH2:14][C:15]([N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)=[O:16])#[C-:13]>CO>[Cl:1][C:2]1[CH:7]=[C:6]([C@@H:8]2[O:9][CH:13]=[N:12][C@H:14]2[C:15]([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:16])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 27629942-Chloro-4-pyridinecarboxaldehyde2×HCID 6455476Pyrrolidine, 1-(isocyanoacetyl)-

Product 1

HCID 86626954HCID 86626954, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

SLA 07174 was prepared in accordance with method D using 2-chloropyridine-4-carbaldehyde SLA 07156 (0.12 g, 1.05 mmol), KOH (0.06 g, 1.05 mmol) in methanol (10 mL) and 2-isocyano-1-(pyrrolidin-1-yl)ethanone BLE 04098 (0.146 g, 1.05 mmol). The solution was stirred 24 h with continued cooling. After work-up trans-(5-(2-chloropyridin-4-yl)-4,5-dihydrooxazol-4-yl)(pyrrolidin-1-yl)methanone SLA 07174 was obtained as a yellow solid (0.19 g, 66% yield).

Workup

  1. customSLA 07174 was prepared in accordance with method D

Sources & evidence

ORD record
ord-eda78488feb44d14b030f5cde6672d68
Source dataset
uspto-grants-2012_10
Patent number
US08288556B2

Reaction notes

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