[ CAS No. 876-21-1 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 876-21-1
Chemical Structure| 876-21-1
Structure of 876-21-1

Quality Control of [ 876-21-1 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 876-21-1 ]

SDS

Product Details of [ 876-21-1 ]

CAS No. :876-21-1MDL No. :N/A
Formula :C7H11N3OBoiling Point :-
Linear Structure Formula :-InChI Key :-
M.W :153.18Pubchem ID :20268149
Synonyms :

Computed Properties of [ 876-21-1 ]

TPSA : 72 H-Bond Acceptor Count : 4
XLogP3 : 0.4 H-Bond Donor Count : 2
SP3 : 0.43 Rotatable Bond Count : 2

Safety of [ 876-21-1 ]

Signal Word:WarningClassN/A
Precautionary Statements:P280UN#:N/A
Hazard Statements:H302-H312-H332Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 876-21-1 ]

  • Downstream synthetic route of [ 876-21-1 ]

[ 876-21-1 ] Synthesis Path-Downstream   1~2

  • 1
  • ethyl 4-amino-2-ethylpyrimidine-5-carboxylate [ No CAS ]
  • [ 876-21-1 ]
YieldReaction ConditionsOperation in experiment
89.1% With sodium tetrahydroborate; cobalt(II) chloride; In ethanol; at 20.0℃; for 8.0h; In a 100 mL round bottom flask, 1.952 g of ethyl 2-ethyl-4-amino-5-pyrimidinecarboxylate was added in that order;(10.0 mmol, 1.00 eq) and 20 mL of absolute ethanol were added, and 0.013 g (0.1 mmol, 0.01 eq) of cobalt chloride was added to dissolve with stirring, and 1.513 g (40.0 mmol, 4.00 eq) of sodium borohydride was added thereto. The reaction was stirred at room temperature 8h. The thin layer was monitored to the end of the reaction. To the reaction system, 30 mL of ethyl acetate and water were added. The separatory funnel was separated and the aqueous layer was washed with ethyl acetate (30 mL x 3). The combined organic layer, saturated brine 30mL washing once, anhydrous sodium sulfate drying, vacuum concentration to remove part of the ethyl acetate, stirring petroleum ether to a large number of light yellow solid precipitation, standing, filtration, drying 2-ethyl -4-amino-5-hydroxymethylpyrimidine (1.65 g, yield 89.1%).
75% With lithium aluminium tetrahydride; In tetrahydrofuran;Cooling with ice; To a 100 ml flask equipped with constant pressure dropping funnel and drying pipe, 3.8 g (0.1 mol) of LiAlH4 and 20 ml of THF were charged, cooled with ice bath. 7.8 g (0.04 mol) of 4-amino-2-ethylpyrimidine-5-carboxylate in the 20 ml of THF was dropped into the flask slowly. After the addition was finished, the reaction was stirred for 1-2 h. The reaction was quenched with water and the solid was removed by filtration. The filtrate was concentrated. To the residue, 20 ml of ethyl acetate and 120 ml of petroleum ether were added. After shaking and standing, large amount of white solids precipitated. 4.59 g of aim product was obtained by filtration (yield 75%). 1H-NMR(400M, d-DMSO): 7.94 (s, 1H),6.54(s, 1H),5.36(s, 1H), 4.31(s, 2H), 3.41 (s, 1H), 2.56(dd, 2H, J=7.6,15.2), 1.16(t, 3H, J=7.6).
75% With lithium aluminium tetrahydride; In tetrahydrofuran;Cooling with ice; (2) Synthesis of 4-amino-2-ethyl-5-(hydroxymethyl)-pyrimidine To a 100 ml flask equipped with constant pressure dropping funnel and drying pipe, 3.8 g (0.1 mol) of LiAlH4 and 20 ml of THF were charged, cooled with ice bath. 7.8 g (0.04 mol) of 4-amino-2-ethylpyrimidine-5-carboxylate in the 20 ml of THF was dropped into the flask slowly. After the addition was finished, the reaction was stirred for 1-2 h. The reaction was quenched with water and the solid was removed by filtration. The filtrate was concentrated. To the residue, 20 ml of ethyl acetate and 120 ml of petroleum ether were added. After shaking and standing, large amount of white solids precipitated. 4.59 g of aim product was obtained by filtration (yield 75%). 1H-NMR (400M, d-DMSO): 7.94 (s, 1H), 6.54 (s, 1H), 5.36 (s, 1H), 4.31 (s, 2H), 3.41 (s, 1H), 2.56 (dd, 2H, J=7.6, 15.2), 1.16 (t, 3H, J=7.6).
  • 2
  • [ 876-21-1 ]
  • 4-amino-5-chloromethyl-2-ethylpyrimidine hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
With pyridine; thionyl chloride; In dichloromethane; toluene;Cooling with ice; 4.59 g (0.03 mol) of 4-amino-2-ethyl-5-(hydroxymethyl)-pyrimidine was charged into a 100 ml flask, followed by 20 ml of dichloromethane, 20 ml of toluene and 0.1 ml of pyridine. 6.5 ml of thionyl chloride (0.28 mol) was dropped in slowly with cooling by ice bath. Then the reaction was stirred overnight. Solvent was removed and the residue was used for next step directly. 1H-NMR(400M, d-DMSO): 8.45 (s, 1H),4.80(s, 2H), 3.64(s, 2H), 2.80(dd, 2H, J=7.6,14.8), 1.24(t, 3H, J=7.6).
With pyridine; thionyl chloride; In dichloromethane; toluene;Cooling with ice; (3) Synthesis of 4-amino-5-chloromethyl-2-ethylpyrimidine hydrochloride 4.59 g (0.03 mol) of 4-amino-2-ethyl-5-(hydroxymethyl)-pyrimidine was charged into a 100 ml flask, followed by 20 ml of dichloromethane, 20 ml of toluene and 0.1 ml of pyridine. 6.5 ml of thionyl chloride (0.28 mol) was dropped in slowly with cooling by ice bath. Then the reaction was stirred overnight. Solvent was removed and the residue was used for next step directly. 1H-NMR (400M, d-DMSO): 8.45 (s, 1H), 4.80 (s, 2H), 3.64 (s, 2H), 2.80 (dd, 2H, J=7.6, 14.8), 1.24 (t, 3H, J=7.6).
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