[ CAS No. 3551-55-1 ] {[proInfo.proName]}

Name: 3551-55-1|2,4-Dimethoxypyrimidine|98%
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SKU: A206714
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Quality Control of [ 3551-55-1 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 3551-55-1 ]

Product Details of [ 3551-55-1 ]

CAS No. :	3551-55-1	MDL No. :	MFCD00056028
Formula :	C₆H₈N₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	KEVRHVMWBKFGLO-UHFFFAOYSA-N
M.W :	140.14	Pubchem ID :	137976
Synonyms :

Calculated chemistry of [ 3551-55-1 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.33
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	0.0
Molar Refractivity :	35.02
TPSA :	44.24 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.37 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.0
Log Po/w (XLOGP3) :	1.11
Log Po/w (WLOGP) :	0.49
Log Po/w (MLOGP) :	-0.52
Log Po/w (SILICOS-IT) :	0.85
Consensus Log Po/w :	0.79

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.72
Solubility :	2.67 mg/ml ; 0.019 mol/l
Class :	Very soluble
Log S (Ali) :	-1.63
Solubility :	3.27 mg/ml ; 0.0233 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.88
Solubility :	1.84 mg/ml ; 0.0132 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.98

Safety of [ 3551-55-1 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 3551-55-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 3551-55-1 ]
Downstream synthetic route of [ 3551-55-1 ]

[ 3551-55-1 ] Synthesis Path-Upstream 1~18

1
[ 3551-55-1 ]
[ 696-07-1 ]

Reference： [1] Synthetic Communications, 1988, vol. 18, # 8, p. 855 - 868

2
[ 3934-20-1 ]
[ 124-41-4 ]
[ 22536-63-6 ]
[ 3551-55-1 ]

Reference： [1] Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 149 - 153

3
[ 6320-15-6 ]
[ 3551-55-1 ]

Yield	Reaction Conditions	Operation in experiment
92%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 25℃; for 7 h; Inert atmosphere	General procedure: PdCl₂(dppf), PdCl₂(tbpf) and (A.^caPhos)PdCl₂. A mixture of the halogenated heterocycle (0.66 mmol) in anhydrous THF (13.2 mL) was degassed by bubbling argon for few minutes. Then, PdCl₂(dppf) (27.0 mg, 0.033 mmol, 5.0 molpercent), TMEDA (0.130 g, 1.12 mmol, 1.7 equiv) and finally NaBH₄ (42.4 mg, 1.12 mmol, 1.7 equiv) were introduced in sequence. The mixture was stirred at room temperature under argon for the proper time and then worked up as described above.

Reference： [1] Journal of Molecular Catalysis A: Chemical, 2014, vol. 393, p. 191 - 209
[2] Journal of Organic Chemistry, 1955, vol. 20, p. 829,833,835

4
[ 56686-16-9 ]
[ 176643-32-6 ]
[ 3551-55-1 ]
[ 1017841-99-4 ]

Yield	Reaction Conditions	Operation in experiment
36%	Stage #1: With magnesium; ethylene dibromide In tetrahydrofuran for 3 h; Reflux; Inert atmosphere Stage #2: at -10 - 20℃; Inert atmosphere Stage #3: With ammonia; copper diacetate In 1,4-dioxane; dichloromethane; water at 20℃; for 24 h;	(CH₂)₂Br₂ was added in 5 portions (60 μl per 30 min, 3.5 mmol) to a refluxed mixture of 8 (500 mg, 2.3 mmol), Mg (168 mg, 6.9 mmol) and dry THF (10 mL) under argon. When 8 had disappeared (TLC, hexane; after ca. 3 h), the mixture was cooled to -10 °C and compound 3 (339 mg, 1.5 mmol) was added. After stirring for 2 h at -10 °C, the mixture was allowed to warm to room temperature, stirred overnight and filtered through a Celite.(R). pad. The filtrate was concentrated to dryness. The residue was treated with Cu(OAc)₂/NH₃ (aq) under the conditions described in Ref. 28. Column chromatography (CHCl₃/acetone, 85/15, v/v) gave 10 (126 mg, 39percent) and 11 (197 mg, 36percent, mp 151-152 °C).

Reference： [1] Tetrahedron Letters, 2011, vol. 52, # 16, p. 1866 - 1870

5
[ 56686-16-9 ]
[ 176643-32-6 ]
[ 3551-55-1 ]
[ 1017841-99-4 ]
[ 1294479-78-9 ]

Yield	Reaction Conditions	Operation in experiment
39%	Stage #1: With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.5 h; Inert atmosphere Stage #2: at -78 - 20℃; Inert atmosphere Stage #3: With ammonia; copper diacetate In 1,4-dioxane; dichloromethane; water at 20℃; for 24 h;	t-BuLi (Aldrich; 1.7 M soln in pentane, 1.1 mL) was added to a mixture of 8 (Aldrich; 200 mg, 0.9 mmol) and dry THF (2 mL) at -78 °C under argon. The mixture was left at -78 °C for 30 min and then compound 3 (190 mg, 0.8 mmol) was added. The mixture was allowed to warm to room temperature. The reaction was followed by TLC (CHCl₃/acetone, 85/15, v/v) at 30 min intervals. After stirring for 3 h at room temperature, when 3 was no longer detected by TLC, Et₂O (20 mL) was added. The mixture was washed with H₂O (5 mL) and evaporated to dryness. The residue was dissolved in 1,4-dioxane (6 mL) and CH₂Cl₂ (2 mL). Cu(OAc)₂ (40 mg), NH₃ (aq) (0.3 mL) and H₂O (1 mL) were added. The mixture was stirred at room temperature for 1 d. The organic layer was separated, washed with H₂O (10 mL), dried (MgSO₄) and concentrated to dryness. Column chromatography of the residue (CHCl₃/acetone, 85/15, v/v) gave 9 (70 mg, 39percent), 10 (89 mg, 71percent), and 11 (50 mg, 17percent). 9: A white solid (mp >180 °C, dec). δ_H (CDCl₃, 200 MHz) 1.43-1.56 (16H, m), 1.90 (4H, m), 2.35 (4H, m), 3.29 (4H, m), 3.56 and 4.34 (8H, AB quartet, ²J_AB 11.4 Hz); δ_C (CDCl₃, 50 MHz) 22.34, 22.58, 25.42, 26.16, 27.48, 28.49, 36.98, 64.28, 66.43, 72.57, 98.80, 136.38; ν_max (KBr) 2936, 2860, 1496, 1448, 1380, 1240, 1156, 1044, 920; HRMS (EI, 70 eV) m/z calcd for C₂₄H₃₆O₆N₂ (M⁺) 448.2573, found 448.2557. 11: A white solid (mp 151-152 °C). δ_H (CDCl₃, 200 MHz) 1.34-1.84 (8H, m), 2.1 (2H, m), 2.39 (2H, m), 3.12 (2H, m), 3.63 and 4.57 (4H, AB quartet, ²J_AB 11.4), 4.00 (3H, s), 4.02 (3H, s), 10.09 (1H, s); δ_C (CDCl₃, 50 MHz) 22.39, 22.67, 25.49, 27.42, 28.21, 28.84, 37.29, 54.21, 55.19, 64.36, 72.23, 98.77, 105.98, 136.72, 159.26, 165.04, 167.74; ν_max (KBr) 2948, 2936, 1716, 1688, 1556, 1536, 1480, 1464, 1356, 1252, 1244, 1108; HRMS (EI, 70 eV) m/z calcd for C₁₈H₂₅O₅N₃ (M⁺) 363.1794, found 363.1812. The NMR spectra of 10 were consistent with those described: H. Pelissier, J. Rodriguez and K.P.C. Volhardt, Chem. Eur. J. 5 (1999), p. 3549. Full Text via CrossRef \| View Record in Scopus \| Cited By in Scopus (27)

Reference： [1] Tetrahedron Letters, 2011, vol. 52, # 16, p. 1866 - 1870

6
[ 3934-20-1 ]
[ 141-52-6 ]
[ 3551-55-1 ]

Reference： [1] Journal of the American Chemical Society, 1980, vol. 102, p. 916

7
[ 18002-25-0 ]
[ 77-78-1 ]
[ 615-77-0 ]
[ 3551-55-1 ]
[ 874-14-6 ]
[ 7152-66-1 ]

Reference： [1] Tetrahedron, 2006, vol. 62, # 29, p. 6848 - 6854

8
[ 3934-20-1 ]
[ 3551-55-1 ]

Reference： [1] Patent: US2003/147845, 2003, A1,

9
[ 3934-20-1 ]
[ 124-41-4 ]
[ 3551-55-1 ]

Reference： [1] Journal of the American Chemical Society, 1930, vol. 52, p. 2001,2006

10
[ 56686-16-9 ]
[ 79-35-6 ]
[ 3551-55-1 ]
[ 83107-54-4 ]

Reference： [1] Journal of Medicinal Chemistry, 1982, vol. 25, # 11, p. 1329 - 1334

11
[ 124-41-4 ]
[ 2802-61-1 ]
[ 3551-55-1 ]
[ 39030-96-1 ]

Reference： [1] Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 149 - 153

12
[ 67-56-1 ]
[ 66-22-8 ]
[ 3551-55-1 ]

Reference： [1] Synthesis, 1988, # 10, p. 771 - 775

13
[ 3934-20-1 ]
[ 124-41-4 ]
[ 22536-63-6 ]
[ 3551-55-1 ]

Reference： [1] Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 149 - 153

14
[ 3551-55-1 ]
[ 56686-16-9 ]

Reference： [1] Organic Letters, 2008, vol. 10, # 9, p. 1715 - 1718
[2] Australian Journal of Chemistry, 2015, vol. 68, # 2, p. 254 - 255

15
[ 3551-55-1 ]
[ 68-12-2 ]
[ 52606-02-7 ]

Reference： [1] Journal of Heterocyclic Chemistry, 1990, vol. 27, # 6, p. 1831 - 1835

16
[ 186581-53-3 ]
[ 3551-55-1 ]
[ 124-38-9 ]
[ 15400-58-5 ]

Reference： [1] Journal of Heterocyclic Chemistry, 1990, vol. 27, # 6, p. 1831 - 1835

17
[ 3551-55-1 ]
[ 52522-99-3 ]

Reference： [1] Synthetic Communications, 1988, vol. 18, # 8, p. 855 - 868
[2] Synthesis, 1988, # 10, p. 771 - 775

18
[ 3551-55-1 ]
[ 69696-44-2 ]
[ 52522-99-3 ]

Reference： [1] Chemistry - A European Journal, 2009, vol. 15, # 39, p. 10280 - 10290

[ 3551-55-1 ] Synthesis Path-Downstream 1~88

1
[ 6320-15-6 ]
[ 3551-55-1 ]

Yield	Reaction Conditions	Operation in experiment
92%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 25℃; for 7h;Inert atmosphere;	General procedure: PdCl2(dppf), PdCl2(tbpf) and (A.caPhos)PdCl2. A mixture of the halogenated heterocycle (0.66 mmol) in anhydrous THF (13.2 mL) was degassed by bubbling argon for few minutes. Then, PdCl2(dppf) (27.0 mg, 0.033 mmol, 5.0 mol%), TMEDA (0.130 g, 1.12 mmol, 1.7 equiv) and finally NaBH4 (42.4 mg, 1.12 mmol, 1.7 equiv) were introduced in sequence. The mixture was stirred at room temperature under argon for the proper time and then worked up as described above.

Reference： [1]Journal of Molecular Catalysis A: Chemical,2014,vol. 393,p. 191 - 209
[2]Journal of Organic Chemistry,1955,vol. 20,p. 829,833,835

2
[ 186581-53-3 ]
[ 3551-55-1 ]
[ 124-38-9 ]
[ 15400-58-5 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 1831 - 1835

3
[ 2786-07-4 ]
[ 3551-55-1 ]
2,6-Dimethoxy-4-thiophen-2-yl-4,5-dihydro-pyrimidine [ No CAS ]

Reference： [1]Synthesis,1987,p. 579 - 581

4
[ 3934-20-1 ]
[ 124-41-4 ]
[ 22536-63-6 ]
[ 3551-55-1 ]

Reference： [1]Journal of Heterocyclic Chemistry,1985,vol. 22,p. 149 - 153

5
[ 3934-20-1 ]
[ 141-52-6 ]
[ 3551-55-1 ]

Reference： [1]Journal of the American Chemical Society,1980,vol. 102,p. 916

6
[ 3551-55-1 ]
[ 109-72-8 ]
4-Butyl-2,6-dimethoxy-4,5-dihydro-pyrimidine [ No CAS ]

Reference： [1]Synthesis,1987,p. 579 - 581

7
[ 3551-55-1 ]
[ 75-77-4 ]
[ 62803-27-4 ]

Reference： [1]Heterocycles,1987,vol. 26,p. 585 - 589
[2]Journal of Organic Chemistry,1990,vol. 55,p. 3410 - 3412
[3]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 1831 - 1835

8
[ 3551-55-1 ]
[ 58305-05-8 ]
[ 80504-44-5 ]

Reference： [1]Journal of Heterocyclic Chemistry,1981,vol. 18,p. 947 - 951

9
[ 3551-55-1 ]
[ 336-64-1 ]
2,5-dimethoxy-5-(heptafluoropropyl)pyrimidine [ No CAS ]

Reference： [1]Journal of Fluorine Chemistry,1993,vol. 63,p. 43 - 52

10
[ 3551-55-1 ]
Chloressigsaeure-ethylester [ No CAS ]
[ 110821-08-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 1831 - 1835

11
[ 3551-55-1 ]
[ 420-37-1 ]
[ 83542-65-8 ]

Reference： [1]Journal of the American Chemical Society,1982,vol. 104,p. 7073 - 7077

12
[ 3551-55-1 ]
[ 100-52-7 ]
[ 110821-05-1 ]

Reference： [1]Journal of Organic Chemistry,1990,vol. 55,p. 3410 - 3412
[2]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 1831 - 1835

13
[ 3551-55-1 ]
[ 75-07-0 ]
[ 110821-06-2 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 1831 - 1835

14
[ 3551-55-1 ]
[ 141-78-6 ]
[ 110821-09-5 ]
[ 110821-10-8 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 1831 - 1835

15
[ 3551-55-1 ]
(3R,4S)-2-Bromo-3-methoxy-tetrahydro-pyran-4-ol [ No CAS ]
[ 83750-67-8 ]
[ 83750-67-8 ]

Reference： [1]Canadian Journal of Chemistry,1982,vol. 60,p. 2238 - 2245

16
[ 3551-55-1 ]
[ 83956-29-0 ]
[ 83956-22-3 ]
[ 83956-22-3 ]

Reference： [1]Canadian Journal of Chemistry,1982,vol. 60,p. 2863 - 2869

17
[ 3551-55-1 ]
Acetic acid (3S,4R)-2-bromo-3-hydroxy-tetrahydro-pyran-4-yl ester [ No CAS ]
[ 83750-62-3 ]

Reference： [1]Canadian Journal of Chemistry,1982,vol. 60,p. 2863 - 2869

18
[ 3551-55-1 ]
Acetic acid (3R,4S)-2-bromo-4-hydroxy-tetrahydro-pyran-3-yl ester [ No CAS ]
[ 83750-63-4 ]
[ 83750-62-3 ]

Reference： [1]Canadian Journal of Chemistry,1982,vol. 60,p. 2238 - 2245
[2]Canadian Journal of Chemistry,1982,vol. 60,p. 2238 - 2245

19
[ 3551-55-1 ]
(3S,4R)-4-Azido-2-bromo-tetrahydro-pyran-3-ol [ No CAS ]
(azido-3-didesoxy-3,4-α-DL-threo-pentopyranosyl)-1-methoxy-4-pyrimidinone-2 [ No CAS ]

Reference： [1]Canadian Journal of Chemistry,1982,vol. 60,p. 2863 - 2869

20
[ 3551-55-1 ]
(3R,4S)-4-Benzyloxy-2-bromo-tetrahydro-pyran-3-ol [ No CAS ]
[ 83956-20-1 ]

Reference： [1]Canadian Journal of Chemistry,1982,vol. 60,p. 2863 - 2869

21
[ 3551-55-1 ]
(3R,4S)-3-Benzyloxy-2-bromo-tetrahydro-pyran-4-ol [ No CAS ]
[ 83750-65-6 ]
[ 83750-65-6 ]

Reference： [1]Canadian Journal of Chemistry,1982,vol. 60,p. 2238 - 2245

22
[ 3551-55-1 ]
Benzoic acid (3R,4S)-2-bromo-3-hydroxy-tetrahydro-pyran-4-yl ester [ No CAS ]
[ 83956-18-7 ]

Reference： [1]Canadian Journal of Chemistry,1982,vol. 60,p. 2863 - 2869

23
[ 3551-55-1 ]
Benzoic acid (3R,4S)-2-bromo-4-hydroxy-tetrahydro-pyran-3-yl ester [ No CAS ]
[ 83750-64-5 ]

Reference： [1]Canadian Journal of Chemistry,1982,vol. 60,p. 2238 - 2245

24
[ 3551-55-1 ]
4-Nitro-benzoic acid (3R,4S)-2-bromo-3-hydroxy-tetrahydro-pyran-4-yl ester [ No CAS ]
[ 83956-19-8 ]

Reference： [1]Canadian Journal of Chemistry,1982,vol. 60,p. 2863 - 2869

25
[ 3551-55-1 ]
C₂₇H₂₃BrO₈ [ No CAS ]
[ 83956-27-8 ]

Reference： [1]Canadian Journal of Chemistry,1982,vol. 60,p. 2863 - 2869

26
[ 3551-55-1 ]
[ 118243-90-6 ]
[ 118174-13-3 ]

Reference： [1]Carbohydrate Research,1988,vol. 180,p. 233 - 242

27
[ 3551-55-1 ]
[ 83956-24-5 ]
[ 83956-22-3 ]

Reference： [1]Carbohydrate Research,1983,vol. 114,p. 193 - 200

28
[ 3551-55-1 ]
[ 83956-24-5 ]
[ 83956-22-3 ]

Reference： [1]Carbohydrate Research,1983,vol. 114,p. 193 - 200
[2]Carbohydrate Research,1983,vol. 114,p. 193 - 200

29
[ 3551-55-1 ]
[ 68-12-2 ]
[ 52606-02-7 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 1831 - 1835

30
[ 3551-55-1 ]
[ 74-88-4 ]
[ 5151-34-8 ]

Reference： [1]Chemistry - A European Journal,2011,vol. 17,p. 10405 - 10416
[2]Tetrahedron Letters,2009,vol. 50,p. 6787 - 6790
[3]Journal of Organic Chemistry,1990,vol. 55,p. 3410 - 3412

31
[ 3551-55-1 ]
[ 696-07-1 ]

Reference： [1]Synthetic Communications,1988,vol. 18,p. 855 - 868

32
[ 3551-55-1 ]
[ 52522-99-3 ]

Yield	Reaction Conditions	Operation in experiment
88%		2,4-Dimethoxypyrimidine (1.4 g, 10 mmol) was dissolved in tetrahydrofuran (14 mL) under nitrogen. cool down to around 0 C, 1M magnesium dichloride(2,2,6,6-tetramethylpiperidine)lithium salt (11 mL, 11 mmol) was added dropwise with stirring. Stirring was continued for 2 hours, then iodine (2.79 g, 11 mmol) was added with stirring. After maintaining the low temperature reaction for 2 hours, it was naturally warmed to room temperature and stirring was continued for 6 hours. The reaction was quenched with aqueous ammonium chloride solution was poured into ethyl acetate and extracted three times were combined, washed, dried, and concentrated. After the obtained crude column chromatography, 5-iodo-2,4-dimethoxypyrimidine (2.34 g, yield: 88%) was obtained

Reference： [1]Patent: CN109232385,2019,A .Location in patent: Paragraph 0031-0033
[2]Synthetic Communications,1988,vol. 18,p. 855 - 868
[3]Synthesis,1988,p. 771 - 775

33
[ 56686-16-9 ]
[ 79-35-6 ]
[ 3551-55-1 ]
[ 83107-54-4 ]

Reference： [1]Journal of Medicinal Chemistry,1982,vol. 25,p. 1329 - 1334

34
[ 67-56-1 ]
[ 66-22-8 ]
[ 3551-55-1 ]

Reference： [1]Synthesis,1988,p. 771 - 775

35
[ 124-41-4 ]
[ 2802-61-1 ]
[ 3551-55-1 ]
[ 39030-96-1 ]

Reference： [1]Journal of Heterocyclic Chemistry,1985,vol. 22,p. 149 - 153

36
[ 3551-55-1 ]
[ 42927-46-8 ]
[ 16535-78-7 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1980,vol. 45,p. 3217 - 3230

37
[ 18002-25-0 ]
[ 77-78-1 ]
[ 615-77-0 ]
[ 3551-55-1 ]
[ 874-14-6 ]
[ 7152-66-1 ]

Reference： [1]Tetrahedron,2006,vol. 62,p. 6848 - 6854

38
[ 3551-55-1 ]
[ 120809-53-2 ]

Reference： [1]Synthesis,1988,p. 771 - 775

39
[ 3551-55-1 ]
[ 130749-61-0 ]

Reference： [1]Synthesis,1988,p. 771 - 775

40
[ 3551-55-1 ]
[ 112380-48-0 ]

Reference： [1]Synthesis,1987,p. 579 - 581

41
[ 3551-55-1 ]
[ 112380-49-1 ]

Reference： [1]Synthesis,1987,p. 579 - 581

42
[ 3934-20-1 ]
sodium 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate [ No CAS ]
[ 3551-55-1 ]
O₂-(2-chloropyrimidin-1-yl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran; water; dimethyl sulfoxide;	Example 12 This Example illustrates the preparation O2-(2-chloropyrimidin-1-yl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate. A solution of 262 mg (1.76 mmol) of 2,4-dichloropyrimidine in 3 ml of dimethylsulfoxide was added to a slurry of 424 mg (1.76 mmol) of sodium 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate in 10 ml of tetrahydrofuran at room temperature under nitrogen and stirred for 72 hr. The resulting homogeneous solution was treated with 100 ml of water. The precipitate was collected by filtration and dried under vacuum to give 300 mg of product: m.p. 136-137 C.; NMR delta1.29 (t, 3H), 3.69 (m, 4H), 3.71 (m, 4H), 4.18 (q, 2 H), 6.99 (d, 1 H), 8.52 (d, 1 H); (UV) lambdamax (epsilon) 270 nm (4.1 mM-1 cm-1). This compound undergoes nucleophilic substitution with methoxide to displace the chlorine atom at the C2 position and the diazeniumdiolate at the C4 position to give 2,4-dimethoxypyrimidine.

Reference： [1]Patent: US2003/147845,2003,A1

43
[ 3551-55-1 ]
mercury dichloride [ No CAS ]
3mercury(II) chloride * 2(2,6-dimethoxypyrimidine) [ No CAS ]

Reference： [1]Berichte der Deutschen Chemischen Gesellschaft,1903,vol. 36,p. 3379 - 3385
[2]Gmelin Handbuch der Anorganischen Chemie,Gmelin Handbook: Hg: MVol.B1, 13, page 326 - 344

44
[ 37828-58-3 ]
[ 3551-55-1 ]
[ 15783-47-8 ]

Reference： [1]Organic Letters,2008,vol. 10,p. 1715 - 1718

45
[ 3551-55-1 ]
lithium (tert-butyldimethylsilanyl)(indan-5-yl)amide [ No CAS ]
[ 1023754-45-1 ]

Reference： [1]Organic Letters,2008,vol. 10,p. 1715 - 1718

46
[ 3551-55-1 ]
[ 56686-16-9 ]

Reference： [1]Organic Letters,2008,vol. 10,p. 1715 - 1718
[2]Australian Journal of Chemistry,2015,vol. 68,p. 254 - 255

47
[ 3551-55-1 ]
[ 4039-32-1 ]
C₁₂H₂₅N₃O₂Si₂ [ No CAS ]

Reference： [1]Organic Letters,2008,vol. 10,p. 1715 - 1718

48
[ 421-20-5 ]
[ 3551-55-1 ]
1-methyl-2,4-dimethoxypyrimidinium fluorosulfonate [ No CAS ]

Reference： [1]Organic Letters,2008,vol. 10,p. 2757 - 2760

49
[ 3551-55-1 ]
[ 69696-44-2 ]

Reference： [1]Organic and Biomolecular Chemistry,2008,vol. 6,p. 3237 - 3239

50
[ 3551-55-1 ]
[ 62880-71-1 ]

Reference： [1]Organic and Biomolecular Chemistry,2008,vol. 6,p. 3237 - 3239

51
[ 3551-55-1 ]
[ 7677-24-9 ]
[ 1080662-08-3 ]

Reference： [1]Organic and Biomolecular Chemistry,2008,vol. 6,p. 3237 - 3239

52
[ 3551-55-1 ]
[ 51934-41-9 ]
[ 1009812-31-0 ]

Reference： [1]Organic and Biomolecular Chemistry,2008,vol. 6,p. 3237 - 3239

53
[ 3551-55-1 ]
[ 3282-30-2 ]
[ 79115-73-4 ]

Reference： [1]Organic and Biomolecular Chemistry,2008,vol. 6,p. 3237 - 3239

54
[ 3551-55-1 ]
[ 623-49-4 ]
[ 1080662-14-1 ]

Reference： [1]Organic and Biomolecular Chemistry,2008,vol. 6,p. 3237 - 3239

55
[ 3551-55-1 ]
[ 1145716-05-7 ]
C₁₈H₂₂N₂O₅ [ No CAS ]