[ CAS No. 2239-83-0 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 2239-83-0
Chemical Structure| 2239-83-0
Structure of 2239-83-0

Quality Control of [ 2239-83-0 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 2239-83-0 ]

SDS

Product Details of [ 2239-83-0 ]

CAS No. :2239-83-0MDL No. :MFCD09414732
Formula :C6H8N2OBoiling Point :237°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :124.14Pubchem ID :14686706
Synonyms :

Computed Properties of [ 2239-83-0 ]

TPSA : 46 H-Bond Acceptor Count : 3
XLogP3 : -0.3 H-Bond Donor Count : 1
SP3 : 0.33 Rotatable Bond Count : 1

Safety of [ 2239-83-0 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P305 P351 P338UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 2239-83-0 ]

  • Upstream synthesis route of [ 2239-83-0 ]
  • Downstream synthetic route of [ 2239-83-0 ]

[ 2239-83-0 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 90905-33-2 ]
  • [ 2239-83-0 ]
YieldReaction ConditionsOperation in experiment
51% With sodium tetrahydroborate In methanol at 0 - 15℃; for 3.00 h; To a mixture of 2-methylpyrimidine-5-carbaldehyde (8 g, 66 mmol, compound 44b) in MeOH (100 mL) was added NaBH4 (7.5 g, 197 mmol) at 0 °C, and the resulting reaction mixture was stirred at 15°C for 3 hrs. Then the reaction mixture was quenched by saturated NH4C1 solution (30 mL), extracted by ethyl acetate (20 mL) three times. The separated organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography to afford (2-methylpyrimidin-5-yl)methanol (4.1 g, 51percent, compound 44c) as a white solid.
39% at 0 - 20℃; for 1.00 h; A solution of 2-methyl-pyrimidine-5-carbaldehyde (5 g, 41 mmol) in MeOH (100 mL) was added NaBH4 (2.3 g, 61.5 mmol) at 0° C. in portions and the resulting mixture was stirred at room temperature for 1 h. The solvent was removed under reduced pressure to give the remains, which was suspended in H2O (20 mL) and extracted with EtOAc (5×50 ml). The organic layer was dried over Na2SO4 and concentrated to afford the title compound (2 g, yield: 39percent). 1H NMR (CDCl3 400 MHz): δ8.64 (s, 2H), 4.72 (s, 2H), 2.73 (s, 3H).
Reference: [1] Patent: WO2016/180695, 2016, A1. Location in patent: Page/Page column 153
[2] Patent: US2014/107340, 2014, A1. Location in patent: Paragraph 0121
[3] Patent: US2008/275037, 2008, A1. Location in patent: Page/Page column 29
[4] Patent: WO2010/33168, 2010, A2. Location in patent: Page/Page column 80-81
  • 2
  • [ 5194-32-1 ]
  • [ 2239-83-0 ]
YieldReaction ConditionsOperation in experiment
62.6% at 20℃; for 3.00 h; Step 1 (2-methylpyrimidin-5-yl)methanol To a solution of 2-methylpyrimidine-5-carboxylic acid (150 mg, 1.23 mmOl) in ethanol (5 mL) was added sodium borohydride(93 mg, 2.46 mmol). The mixture was stirred at room temperature for 3 h. It was quenched with aqueous HC1 (2 N, 2 mL), extracted with DCM, dried over sodium sulfate, filtered and concentrated give the yellow oil product (2-methylpyrimidin-5-yl)methanol (95 mg, 62.6percent). LCMS MH+ 125.
62.6% With sodium tetrahydroborate In ethanol at 20℃; for 3.00 h; To a solution of 2-methylpyrimidine-5-carboxylic acid (150 mg, 1.23 mml) in ethanol (5 mL) was added sodium borohydride (93 mg, 2.46 mmol).
The mixture was stirred at room temperature for 3 h.
It was quenched with aqueous HCl (2 N, 2 mL), extracted with DCM, dried over sodium sulfate, filtered and concentrated give the yellow oil product (2-methylpyrimidin-5-yl)methanol (95 mg, 62.6percent). LCMS MH+ 125.
Reference: [1] Patent: WO2014/143799, 2014, A2. Location in patent: Page/Page column 387
[2] Patent: US2014/275528, 2014, A1. Location in patent: Paragraph 0309; 0310
  • 3
  • [ 126504-91-4 ]
  • [ 126504-92-5 ]
  • [ 2239-83-0 ]
Reference: [1] Chemische Berichte, 1990, vol. 123, # 9, p. 1885 - 1889
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