[ CAS No. 90905-32-1 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 90905-32-1
Chemical Structure| 90905-32-1
Structure of 90905-32-1

Quality Control of [ 90905-32-1 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 90905-32-1 ]

SDS

Product Details of [ 90905-32-1 ]

CAS No. :90905-32-1MDL No. :MFCD03446732
Formula :C6H6N2O2Boiling Point :281.2°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :138.12Pubchem ID :3151866
Synonyms :

Computed Properties of [ 90905-32-1 ]

TPSA : 52.1 H-Bond Acceptor Count : 4
XLogP3 : 0 H-Bond Donor Count : 0
SP3 : 0.17 Rotatable Bond Count : 2

Safety of [ 90905-32-1 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305 P351 P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 90905-32-1 ]

  • Upstream synthesis route of [ 90905-32-1 ]
  • Downstream synthetic route of [ 90905-32-1 ]

[ 90905-32-1 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 52328-05-9 ]
  • [ 90905-32-1 ]
Reference: [1] Journal of Organic Chemistry, 2005, vol. 70, # 5, p. 1771 - 1779
  • 2
  • [ 79-08-3 ]
  • [ 68-12-2 ]
  • [ 90905-32-1 ]
YieldReaction ConditionsOperation in experiment
10 g
Stage #1: at 0 - 105℃; for 8.00 h;
Stage #2: With potassium hydrogencarbonate In Isopropyl acetate at 23℃; for 48.00 h;
(A) To a solution of 2-bromoacetic acid (40 g, 289.55 mmol, 1 eq) in DMF (125 ml) was added POCI3(106 ml) dropwise at 0°C and the RM was stirred at 105°C for 8 h. The RM was quenched with EtCH(160 ml) dropwise at 0°C, followed by THF (800 ml). The RM was stirred at 0°C for 2 h. The precipitatedcrystals were filtered off, washed with (20percent EtOH-THF) and dried under vacuum.(B) To a solution of methyl carbamimidate sulfate (10 g, 81.3 mmol, 1 eq) and the product from step (A)(41.30 g, 162.6 mmol, 2 eq) in ‘PrOAc (200 ml) was added a solution of KHCO3 (24.39 g, 243.9 mmol, 3eq) in water (100 ml) in one portion at RT. The RM was stirred at RT for 48 h. It was diluted with water (100 ml) and the aq. layer was extracted with EtOAc (3x 100 ml). The organics were dried (Na2SO4) and concentrated to afford 2-methoxypyrimidine-5-carbaldehyde (10 g, 88percent; over 2 steps).
Reference: [1] Patent: WO2015/158427, 2015, A1. Location in patent: Page/Page column 133
  • 3
  • [ 5329-33-9 ]
  • [ 79-08-3 ]
  • [ 68-12-2 ]
  • [ 90905-32-1 ]
Reference: [1] Journal of medicinal chemistry, 2004, vol. 47, # 20, p. 4829 - 4837
  • 4
  • [ 2440-60-0 ]
  • [ 90905-32-1 ]
Reference: [1] Synlett, 2000, # 8, p. 1172 - 1174
  • 5
  • [ 2009-81-6 ]
  • [ 29427-58-5 ]
  • [ 90905-32-1 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1991, vol. 28, # 5, p. 1281 - 1285
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