Home Cart 0 Sign in  

[ CAS No. 109-12-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 109-12-6
Chemical Structure| 109-12-6
Structure of 109-12-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 109-12-6 ]

Related Doc. of [ 109-12-6 ]

Alternatived Products of [ 109-12-6 ]

Product Details of [ 109-12-6 ]

CAS No. :109-12-6 MDL No. :MFCD00006089
Formula : C4H5N3 Boiling Point : -
Linear Structure Formula :- InChI Key :LJXQPZWIHJMPQQ-UHFFFAOYSA-N
M.W :95.10 Pubchem ID :7978
Synonyms :

Calculated chemistry of [ 109-12-6 ]

Physicochemical Properties

Num. heavy atoms : 7
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 26.44
TPSA : 51.8 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.04 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.9
Log Po/w (XLOGP3) : -0.22
Log Po/w (WLOGP) : 0.07
Log Po/w (MLOGP) : -0.72
Log Po/w (SILICOS-IT) : 0.38
Consensus Log Po/w : 0.08

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -0.93
Solubility : 11.3 mg/ml ; 0.119 mol/l
Class : Very soluble
Log S (Ali) : -0.41
Solubility : 36.9 mg/ml ; 0.388 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.21
Solubility : 5.93 mg/ml ; 0.0624 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.03

Safety of [ 109-12-6 ]

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 [ 109-12-6 ]

* 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 [ 109-12-6 ]
  • Downstream synthetic route of [ 109-12-6 ]

[ 109-12-6 ] Synthesis Path-Upstream   1~23

  • 1
  • [ 109-12-6 ]
  • [ 557-01-7 ]
Reference: [1] Nature (London, United Kingdom), 1950, vol. 165, p. 1010
  • 2
  • [ 109-12-6 ]
  • [ 5428-89-7 ]
Reference: [1] Chemical Communications, 2017, vol. 53, # 44, p. 5997 - 6000
[2] European Journal of Organic Chemistry, 2016, vol. 2016, # 36, p. 5937 - 5940
[3] Chemical Communications, 2015, vol. 51, # 80, p. 14852 - 14855
[4] Journal of the American Chemical Society, 1946, vol. 68, p. 453,457
[5] Patent: US2609372, 1950, ,
  • 3
  • [ 35034-15-2 ]
  • [ 109-12-6 ]
  • [ 5428-89-7 ]
Reference: [1] Heterocycles, 1983, vol. 20, # 10, p. 2011 - 2018
  • 4
  • [ 109-12-6 ]
  • [ 7752-82-1 ]
YieldReaction ConditionsOperation in experiment
97% With N-Bromosuccinimide In acetonitrile at 20℃; Cooling with ice; Darkness The 2-aminopyrimidine (2.5g, 26.29mmol) was dissolved in acetonitrile (25mL) was added N- bromosuccinimide (4.6g, 27.9mmol) under ice-cooling, stirred in the dark overnight at room temperature. Recovery of the solvent under reduced pressure, washed with water (100 mL) was washed, filtered off with suction, and dried in vacuo to give a white solid. Yield: 97percent
92.4% With N-Bromosuccinimide In dichloromethane; acetonitrile at 5 - 20℃; for 24 h; A 1 L flask was charged with 40 g (0.42 mol) of 2-aminopyrimidine and 840 mL of acetonitrile / 84 mL of DCM was added, and 78.6 g (0.44 mol) of NBS (N-bromosuccinimide) was added thereto at a temperature of 5 ° C for 4 times. The temperature was gradually raised to room temperature and stirred for 24 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure, 1000 mL of water and 1000 mL of DCM were added, and the mixture was stirred for 2 hours. The separated organic layer was washed with 500 mL of brine, dried over anhydrous Na2SO4, and concentrated. The concentrate was recrystallized under DCM / Hexane conditions to give 67.5 g (yield: 92.4percent) of a compound as a white solid (Intermediate (19)).
91% With N-Bromosuccinimide In dichloromethane; acetonitrile at 20℃; for 72 h; 5-Thiophen-3-yl-pyrimidin-2-ylamine (A1 ); 2-amino-pyrimidine (1.9 g, 20 mmol) was suspended in 40 mL of dichloromethane and 40 mL of acetonitrile. N-Bromosuccinimide (5.34 g, 30 mmol) was added with stirring. The mixture was stirred for 72 hours at room temperature. The mixture was washed with sodium bisulfite solution, water and chloroform. The precipitate was collected by vacuum filtration and washed with acetone. The solids were dried under vacuum to give 3.2 g (91 percent yield) of 2-amino-5-bromo-pyrimidine as a white solid. 'H-NMR (dimethylsulfoxide-d6) No. 8.28 (s, 2H, aromatic), 6.87 (s, 2H, NH2). MS (m/z) 174 [M+1].
90.48% With N-Bromosuccinimide In methanol; acetonitrile at 70℃; for 6 h; A 5 L three-necked round bottom flask was charged with 2-aminopyrimidine (285.30 g, 3 mol), N-bromosuccinimide (1.17 kg, 6.6 mol), acetonitrile 2 L and methanol 1 L. The mixture in the reaction flask was stirred at 70 ° C for 6 hours. TLC and HPLC confirmed the reaction was complete. After the reaction was completed, the solvent was removed by rotary evaporation to give the crude product. The crude product was concentrated by evaporation and recrystallized to give the pure product 2-amino-5-bromopyrimidine. After drying, the yield was 90.48percent and the purity was 99.05percent (HPLC).
90.2% With N-Bromosuccinimide In acetonitrile at 20℃; for 4 h; Preparation example 10:
Preparation of 5-bromo-2-aminopyrimidine
2-aminopyrimidine (20.0 g, 0.21 mol) was dissolved in acetonitrile (500 mL), and N-bromobutanimide (37.0 g, 0.21 mol) was added.
The mixture was stirred at 20 °C for 4 h, and filtrated under suction.
The filter cake was dried to get the product (33.0 g, yield: 90.2percent).

Reference: [1] Journal of Organic Chemistry, 2012, vol. 77, # 16, p. 6908 - 6916
[2] European Journal of Organic Chemistry, 2018, vol. 2018, # 43, p. 5921 - 5934
[3] Patent: CN106588884, 2017, A, . Location in patent: Paragraph 0210; 0214; 0215; 0216
[4] Synthesis, 2004, # 17, p. 2809 - 2812
[5] Chemical Communications, 2017, vol. 53, # 44, p. 5997 - 6000
[6] Patent: KR2017/103574, 2017, A, . Location in patent: Paragraph 0118; 0119; 0120; 0121
[7] Patent: WO2005/113548, 2005, A1, . Location in patent: Page/Page column 32
[8] Patent: CN106632079, 2017, A, . Location in patent: Paragraph 0011; 0012; 0013; 0014; 0015; 0016
[9] Patent: EP3091008, 2016, A1, . Location in patent: Paragraph 0183; 0184
[10] Organic Letters, 2002, vol. 4, # 14, p. 2321 - 2323
[11] RSC Advances, 2016, vol. 6, # 93, p. 90031 - 90034
[12] Journal of Organic Chemistry, 2008, vol. 73, # 23, p. 9326 - 9333
[13] Journal of Organic Chemistry, 1983, vol. 48, # 7, p. 1064 - 1069
[14] Tetrahedron Letters, 2003, vol. 44, # 52, p. 9371 - 9373
[15] Synthesis, 1981, # 12, p. 987 - 989
[16] Journal of Materials Chemistry, 2000, vol. 10, # 7, p. 1555 - 1563
[17] Journal of the American Chemical Society, 1946, vol. 68, p. 452,456
[18] Patent: US2609372, 1950, ,
[19] Archives of Pharmacal Research, 2014, vol. 37, # 5, p. 588 - 599
  • 5
  • [ 109-12-6 ]
  • [ 1445-39-2 ]
YieldReaction ConditionsOperation in experiment
22.2% With sulfuric acid; iodine; acetic acid; periodic acid In water at 80℃; for 24 h; Inert atmosphere Mixture of 2-aminopyrimidine (2.4 g, 25 mmol, 1.0 eq.) and elemental iodine (2.7 g, 10.7 mmol, 0.43eq.) was added to 60 ml of glacial acetic acid, and then added periodic acid (0.86 g, 3.76 mmol, 0.15 eq.) and 0.5 ml concentrated sulfuric acid dissolved in sulfuric acid solution 3 ml of water. Place reactions in a nitrogen atmosphere , the reaction was heated to 80 °C for 24 hours. The reaction was then poured into a saturated aqueous solution of sodium thiosulfate in until a clear solution, (200 ml × 3) and extracted with dichloromethane, the combined organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure, after column chromatography silica gel to give a white solid 2-amino-5-iodopyrimidine (1.4 g, yield 22.2percent).
0.4 g With iodine In dimethyl sulfoxide at 120℃; for 1 h; To a solution of pyrimidin-2-amine (1.0 g, 0.010 mol) in DMSO (10 mL) was added iodine (3.2 g, 0.012 mol). The reaction mixture was stirred at 120°C for 1 h. The reaction mass was quenched in water and excess of iodine was neutralised with sodium metabisulphate. The reaction mass was extracted with ethyl acetate and concentrated to afford 0.400 g of the desired product.
Reference: [1] Heterocycles, 1984, vol. 22, # 5, p. 1195 - 1210
[2] Journal of Organic Chemistry, 2000, vol. 65, # 22, p. 7468 - 7474
[3] Journal of Organic Chemistry, 2008, vol. 73, # 23, p. 9326 - 9333
[4] Synthesis, 1984, # 3, p. 252 - 254
[5] Patent: CN105622638, 2016, A, . Location in patent: Paragraph 0362
[6] Journal of the American Chemical Society, 1948, vol. 70, p. 157,158
[7] Patent: WO2013/186692, 2013, A1, . Location in patent: Page/Page column 62
  • 6
  • [ 109-12-6 ]
  • [ 1600-27-7 ]
  • [ 7732-18-5 ]
  • [ 1445-39-2 ]
Reference: [1] Journal of the American Chemical Society, 1948, vol. 70, p. 157,158
  • 7
  • [ 109-12-6 ]
  • [ 71-43-2 ]
  • [ 7431-45-0 ]
Reference: [1] Organic Letters, 1999, vol. 1, # 12, p. 1957 - 1959
  • 8
  • [ 109-12-6 ]
  • [ 108-24-7 ]
  • [ 13053-88-8 ]
Reference: [1] Journal of the Chemical Society, Chemical Communications, 1987, # 2, p. 114 - 115
[2] Yakugaku Zasshi, 1942, vol. 62, p. 315,333; dtsch. Ref. S. 95, 106[3] Chem.Abstr., 1951, p. 5150
[4] Journal of the American Chemical Society, 1954, vol. 76, p. 6200
[5] Journal of the Chemical Society, 1953, p. 331,336
  • 9
  • [ 109-12-6 ]
  • [ 75-36-5 ]
  • [ 13053-88-8 ]
Reference: [1] Heterocycles, 2006, vol. 67, # 2, p. 797 - 805
  • 10
  • [ 109-12-6 ]
  • [ 821-48-7 ]
  • [ 20980-22-7 ]
Reference: [1] European Journal of Pharmaceutical Sciences, 2016, vol. 88, p. 166 - 177
  • 11
  • [ 109-12-6 ]
  • [ 334-22-5 ]
  • [ 20980-22-7 ]
Reference: [1] Research on Chemical Intermediates, 2011, vol. 37, # 8, p. 1041 - 1045
  • 12
  • [ 109-12-6 ]
  • [ 121-60-8 ]
  • [ 68-35-9 ]
Reference: [1] European Journal of Medicinal Chemistry, 2017, vol. 136, p. 63 - 73
  • 13
  • [ 109-12-6 ]
  • [ 101570-35-8 ]
  • [ 68-35-9 ]
Reference: [1] DRP/DRBP Org.Chem.,
  • 14
  • [ 109-12-6 ]
  • [ 68-35-9 ]
Reference: [1] Patent: US2386852, 1942, ,
  • 15
  • [ 109-12-6 ]
  • [ 4595-60-2 ]
Reference: [1] Journal of Organic Chemistry, 2015, vol. 80, # 5, p. 2676 - 2699
  • 16
  • [ 109-12-6 ]
  • [ 2032-35-1 ]
  • [ 274-95-3 ]
YieldReaction ConditionsOperation in experiment
5 g With hydrogen bromide In ethanol; water for 18 h; Reflux In a 250 ml three-neck round bottom flask, 2-aminopyrimidine (5 g),Bromoacetaldehyde diethyl acetal (20.7 g), 48percent aqueous solution of bromic acid (5 ml)Ethanol (50 ml) was added and the mixture was refluxed with stirring for 18 hours. The reaction solution was cooled to room temperature Silica gel was adsorbed. Through column separation using dichloromethane and methanol5 g of the title compound was obtained.
Reference: [1] Patent: KR2017/126059, 2017, A, . Location in patent: Paragraph 0069; 0072; 0073; 0076; 0077
  • 17
  • [ 109-12-6 ]
  • [ 107-20-0 ]
  • [ 274-95-3 ]
Reference: [1] Bioorganic & Medicinal Chemistry Letters, 1999, vol. 9, # 1, p. 97 - 102
[2] European Journal of Medicinal Chemistry, 1991, vol. 26, # 1, p. 13 - 18
[3] Chemical and Pharmaceutical Bulletin, 1992, vol. 40, # 5, p. 1170 - 1176
  • 18
  • [ 109-12-6 ]
  • [ 31575-35-6 ]
Reference: [1] Tetrahedron, 1996, vol. 52, # 1, p. 23 - 36
[2] Russian Journal of General Chemistry, 2010, vol. 80, # 12, p. 2572 - 2589
[3] Organic Letters, 2017, vol. 19, # 19, p. 5178 - 5181
  • 19
  • [ 109-12-6 ]
  • [ 70-23-5 ]
  • [ 64951-07-1 ]
  • [ 64951-06-0 ]
YieldReaction ConditionsOperation in experiment
30% at 75℃; for 16 h; 2-Aminopyrimidine (5 g, 52.6 mmol) and bromoethyl pyruvate (90percent, 7.35 mL, 52.6 mmol) were dissolved in ethanol (80 mL) and the reaction was heated to 75 °C for 16 h. The reaction was concentrated under reduced pressure and diluted with CH2Cl2 and sat aq NaHCO3. The organic layer was washed with sat aq NaHCO3 (2x) and the aq layers were extracted with CH2Cl2 (3x). The combined organic layers were dried over MgSO4 and concentrated under reduced pressure. The resulting brown oil was suspended in cold CH2Cl2 and filtered. The filter cake was washed with cold CH2Cl2 to obtain ethyl imidazo[1,2-a]pyrimidine-2-carboxylate (3 g, 30percent) as a light yellow oil. The mother liquor contains a mixture of ethyl imidazo[1,2-a]pyrimidine-2- carboxylate and ethyl imidazo[1,2-a]pyrimidine-3-carboxylate (6 g, 60percent) in the form of thick, black oil. This black oil was first purified by silica gel chromatography followed by recrystallization from EtOAc to obtain ethyl imidazo[1,2-a]pyrimidine-3- carboxylate (2 g, 20percent).[00236] For 2-isomer: 1H NMR (500 MHz, CDCl3) δ 8.69 (dd, J= 2.2, 6.6 Hz, 1H), 8.67 (dd, J= 2.2, 4.4 Hz, 1H), 8.22 (s, 1H), 7.01 (dd, J= 3.9, 6.6 Hz, 1H), 4.46 (q, J= 7.2 Hz, 2H), 1.43 (t, J= 7.2 Hz, 3H). [00237] 13C NMR (500 MHz, CDCl3) δ 162.8, 152.2, 147.8, 137.7, 134.4, 115.3, 110.0, 61.2, 14.2.[00238] HPLC-MS Phenomenex LUNA C-18 4.6 x 50 mm, 0 to 100percent B over 4 minutes, 1 minutes hold time, A = 90percent water, 10percent methanol, 0.1percent TFA, B = 10percent water, 90percent methanol, 0.1percent TFA, RT = 0.99 min, 95percent homogeneity index. [00239] LCMS: Anal. Calcd. for C9H9N3O2 191.07 found: 192.13 (M+H)+.[00240] For 3-isomer: HPLC Phenomenex LUNA C-18 4.6 x 50 mm, 0 to 100percent B over 4 minutes, 1 minutes hold time, A = 90percent water, 10percent methanol, 0.1percent TFA, B = 10percent water, 90percent methanol, 0.1percent TFA, RT = 1.39 min, 100percent homogeneity index. [00241] LCMS: Anal. Calcd. for C9H9N3O2 191.07 found: 192.19 (M+H)+.
Reference: [1] Patent: WO2006/71752, 2006, A1, . Location in patent: Page/Page column 83
[2] European Journal of Medicinal Chemistry, 1994, vol. 29, # 4, p. 279 - 286
[3] European Journal of Medicinal Chemistry, 1991, vol. 26, # 1, p. 13 - 18
[4] Journal of Medicinal Chemistry, 2010, vol. 53, # 15, p. 5620 - 5628
[5] Patent: WO2018/11628, 2018, A1, . Location in patent: Paragraph 00266
  • 20
  • [ 109-12-6 ]
  • [ 70-23-5 ]
  • [ 64951-07-1 ]
  • [ 64951-06-0 ]
YieldReaction ConditionsOperation in experiment
30% at 75℃; for 16 h; 2-Aminopyrimidine (5 g, 52.6 mmol) and bromoethyl pyruvate (90percent, 7.35 mL, 52.6 mmol) were dissolved in ethanol (80 mL) and the reaction was heated to 75 °C for 16 h. The reaction was concentrated under reduced pressure and diluted with CH2Cl2 and sat aq NaHCO3. The organic layer was washed with sat aq NaHCO3 (2x) and the aq layers were extracted with CH2Cl2 (3x). The combined organic layers were dried over MgSO4 and concentrated under reduced pressure. The resulting brown oil was suspended in cold CH2Cl2 and filtered. The filter cake was washed with cold CH2Cl2 to obtain ethyl imidazo[1,2-a]pyrimidine-2-carboxylate (3 g, 30percent) as a light yellow oil. The mother liquor contains a mixture of ethyl imidazo[1,2-a]pyrimidine-2- carboxylate and ethyl imidazo[1,2-a]pyrimidine-3-carboxylate (6 g, 60percent) in the form of thick, black oil. This black oil was first purified by silica gel chromatography followed by recrystallization from EtOAc to obtain ethyl imidazo[1,2-a]pyrimidine-3- carboxylate (2 g, 20percent).[00236] For 2-isomer: 1H NMR (500 MHz, CDCl3) δ 8.69 (dd, J= 2.2, 6.6 Hz, 1H), 8.67 (dd, J= 2.2, 4.4 Hz, 1H), 8.22 (s, 1H), 7.01 (dd, J= 3.9, 6.6 Hz, 1H), 4.46 (q, J= 7.2 Hz, 2H), 1.43 (t, J= 7.2 Hz, 3H). [00237] 13C NMR (500 MHz, CDCl3) δ 162.8, 152.2, 147.8, 137.7, 134.4, 115.3, 110.0, 61.2, 14.2.[00238] HPLC-MS Phenomenex LUNA C-18 4.6 x 50 mm, 0 to 100percent B over 4 minutes, 1 minutes hold time, A = 90percent water, 10percent methanol, 0.1percent TFA, B = 10percent water, 90percent methanol, 0.1percent TFA, RT = 0.99 min, 95percent homogeneity index. [00239] LCMS: Anal. Calcd. for C9H9N3O2 191.07 found: 192.13 (M+H)+.[00240] For 3-isomer: HPLC Phenomenex LUNA C-18 4.6 x 50 mm, 0 to 100percent B over 4 minutes, 1 minutes hold time, A = 90percent water, 10percent methanol, 0.1percent TFA, B = 10percent water, 90percent methanol, 0.1percent TFA, RT = 1.39 min, 100percent homogeneity index. [00241] LCMS: Anal. Calcd. for C9H9N3O2 191.07 found: 192.19 (M+H)+.
Reference: [1] Patent: WO2006/71752, 2006, A1, . Location in patent: Page/Page column 83
[2] European Journal of Medicinal Chemistry, 1994, vol. 29, # 4, p. 279 - 286
[3] European Journal of Medicinal Chemistry, 1991, vol. 26, # 1, p. 13 - 18
[4] Journal of Medicinal Chemistry, 2010, vol. 53, # 15, p. 5620 - 5628
[5] Patent: WO2018/11628, 2018, A1, . Location in patent: Paragraph 00266
  • 21
  • [ 109-12-6 ]
  • [ 70-23-5 ]
  • [ 64951-06-0 ]
Reference: [1] ACS Combinatorial Science, 2018, vol. 20, # 3, p. 164 - 171
[2] Chemical and Pharmaceutical Bulletin, 1992, vol. 40, # 5, p. 1170 - 1176
  • 22
  • [ 109-12-6 ]
  • [ 2314-97-8 ]
  • [ 69034-08-8 ]
Reference: [1] Journal of Fluorine Chemistry, 2010, vol. 131, # 1, p. 98 - 105
[2] Patent: WO2012/54233, 2012, A1, . Location in patent: Page/Page column 39
  • 23
  • [ 109-12-6 ]
  • [ 70-23-5 ]
  • [ 149520-94-5 ]
YieldReaction ConditionsOperation in experiment
54%
Stage #1: at 75℃;
Stage #2: With hydrazine hydrate In ethanol at 75℃;
To a mixture of imidazo[l,2-a]pyrimidine-2-carboxylic acid ethyl ester and imidazo[l,2-a]pyrimidine-3-carboxylic acid ethyl ester (500 mg, 2.62 mmol, 1.0 eq) in EtOH ( 20 mL) was added hydrazine hydrate (180 mg, 2.88 mmol, 1.1 eq). The reaction mixture was heated at 75 °C overnight. The reaction mixture was concentrated and the resulting residue was purified by chromatography on a silica gel column (DCM/MeOH = 20/1, v/v) to give 2-amino-lH-imidazole-4-carboxylic acid ethyl ester (220 mg, 54percent) as a yellow solid.
Reference: [1] Journal of Medicinal Chemistry, 2010, vol. 53, # 15, p. 5620 - 5628
[2] Patent: WO2018/11628, 2018, A1, . Location in patent: Paragraph 00267
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 109-12-6 ]

Amines

Chemical Structure| 50840-23-8

[ 50840-23-8 ]

5-Methylpyrimidin-2-amine

Similarity: 0.86

Chemical Structure| 931-61-3

[ 931-61-3 ]

2-Methylaminopyrimidine

Similarity: 0.86

Chemical Structure| 108-52-1

[ 108-52-1 ]

4-Methylpyrimidin-2-amine

Similarity: 0.83

Chemical Structure| 7504-94-1

[ 7504-94-1 ]

2-Hydrazinylpyrimidine

Similarity: 0.81

Chemical Structure| 22715-27-1

[ 22715-27-1 ]

2,5-Diaminepyrimidine

Similarity: 0.79

Related Parent Nucleus of
[ 109-12-6 ]

Pyrimidines

Chemical Structure| 50840-23-8

[ 50840-23-8 ]

5-Methylpyrimidin-2-amine

Similarity: 0.86

Chemical Structure| 931-61-3

[ 931-61-3 ]

2-Methylaminopyrimidine

Similarity: 0.86

Chemical Structure| 108-52-1

[ 108-52-1 ]

4-Methylpyrimidin-2-amine

Similarity: 0.83

Chemical Structure| 7504-94-1

[ 7504-94-1 ]

2-Hydrazinylpyrimidine

Similarity: 0.81

Chemical Structure| 22715-27-1

[ 22715-27-1 ]

2,5-Diaminepyrimidine

Similarity: 0.79