Home Cart 0 Sign in  

[ CAS No. 120747-85-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 120747-85-5
Chemical Structure| 120747-85-5
Structure of 120747-85-5 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 120747-85-5 ]

Related Doc. of [ 120747-85-5 ]

Alternatived Products of [ 120747-85-5 ]

Product Details of [ 120747-85-5 ]

CAS No. :120747-85-5 MDL No. :MFCD09991890
Formula : C5H7N3O Boiling Point : -
Linear Structure Formula :- InChI Key :NUGGQZDIPXLGQW-UHFFFAOYSA-N
M.W : 125.13 Pubchem ID :21615172
Synonyms :

Calculated chemistry of [ 120747-85-5 ]

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.2
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 32.56
TPSA : 72.03 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) : -7.79 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.94
Log Po/w (XLOGP3) : -1.03
Log Po/w (WLOGP) : -0.59
Log Po/w (MLOGP) : -1.16
Log Po/w (SILICOS-IT) : 0.06
Consensus Log Po/w : -0.36

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.39
Solubility : 50.5 mg/ml ; 0.403 mol/l
Class : Very soluble
Log S (Ali) : 0.01
Solubility : 127.0 mg/ml ; 1.01 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -1.08
Solubility : 10.4 mg/ml ; 0.0832 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.29

Safety of [ 120747-85-5 ]

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 [ 120747-85-5 ]

* 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 [ 120747-85-5 ]
  • Downstream synthetic route of [ 120747-85-5 ]

[ 120747-85-5 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 120747-84-4 ]
  • [ 120747-85-5 ]
YieldReaction ConditionsOperation in experiment
67% With sodium tetrahydroborate In methanol at 0 - 20℃; for 3 h; To a stirred solution of 2-aminopyrimidine-5-carbaldehyde (15, 500 mg, 4.06 mmol) in methanol (6 mL) was added sodium borohydride (200 mg, 5.28 mmol) in portions at 000. The resulting solution was slowly warmed to room temperature and was further stirred for 3 hours. After completion (monitored by TLC, 5percent MeOH in DCM, Rf 0.3), thereaction mixture was quenched by addition of saturated aqueous NH4CI solution and the resulting reaction mixture was concentrated under vacuo. The residue was directly loaded over a short column of silica gel (100-200 mesh) and eluted with gradient elution of 100percent DCM to 7.5percent MeOH in DCM. Concentration of fractions containing desired product afforded (2-aminopyrimidin-5-yl)methanol (16) as a light yellow solid. Yield: 340mg (67percent). 1H NMR (400 MHz, DMSO-d6) O 8.16 (5, 2H), 6.50 (brs, 2H), 4.99 (t, 1H),4.26 (d, 2H). GCMS [mlz]: 125.0
62% With sodium tetrahydroborate In methanol at 0 - 20℃; for 4.33 h; A solution of aldehyde (50 g, 0.41 mol) [see, for example, WO 0232893] in MeOH (300 mL) was cooled to 0° C. and carefully treated with NaBH4 (20 g, 0.53 mol in 6 batches) over 20 minutes. The reaction was then allowed to warm to 20° C. and was stirred for 4 hours. The mixture was again cooled to 0° C., carefully quenched with saturated aqueous NH4Cl, and concentrated. Flash chromatography (5-10percent 7N NH3-MeOH/CH2Cl2) provided the primary alcohol (31 g, 62percent) as a light yellow solid.
62% With sodium tetrahydroborate In methanol at 0 - 20℃; for 260 h; A solution of aldehyde (50 g, 0.41 mol) [WO 0232893] in MeOH (300 mL) was cooled to 0 C and carefully treated with NaBH4 (20g, 0.53 mol in 6 batches) over 20 minutes. The reaction was then allowed to warm to 20 C and was stirred for 4 hours. The mixture was again cooled to 0 C, carefully quenched with saturated aqueous NH4CI, and concentrated. Flash chromatography (5- 10percent 7N NH3-MeOH/CH2CI2) provided the primary alcohol (31g, 62percent) as a light yellow solid
62%
Stage #1: With sodium tetrahydroborate In methanol at 0℃; for 0.333333 h;
Stage #2: at 20℃; for 4 h;
Step 1: A solution of 68 (50 g, 0.41 mol) in CH30H (300 ml) was cooled to [0 °C] and carefully treated with NaBH4 (20g, 0.53 mol in 6 batches) over 20 min. The reaction was then allowed to warm to 20 [°C] and was stirred for 4 h. The mixture was again cooled to 0 [°C,] carefully quenched with saturated aqueous [NH4CI,] and concentrated. Flash chromatography (5-10percent 7N [NH3-CH3OH/CH2CI2)] provided 69 (31g, 62percent) as a light yellow solid.

Reference: [1] Patent: WO2016/193844, 2016, A1, . Location in patent: Page/Page column 104
[2] Patent: US2005/187219, 2005, A1, . Location in patent: Page/Page column 17
[3] Patent: WO2004/22561, 2004, A1, . Location in patent: Page 94
[4] Patent: WO2004/831, 2003, A1, . Location in patent: Page 24
[5] Patent: US2009/226398, 2009, A1,
  • 2
  • [ 120747-85-5 ]
  • [ 1046816-75-4 ]
Reference: [1] Patent: US2009/226398, 2009, A1,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 120747-85-5 ]

Alcohols

Chemical Structure| 25193-95-7

[ 25193-95-7 ]

5-(Hydroxymethyl)pyrimidine

Similarity: 0.86

Chemical Structure| 2239-83-0

[ 2239-83-0 ]

(2-Methylpyrimidin-5-yl)methanol

Similarity: 0.73

Chemical Structure| 17758-52-0

[ 17758-52-0 ]

4-Hydroxy-5-methylpyrimidine

Similarity: 0.73

Chemical Structure| 1046816-75-4

[ 1046816-75-4 ]

(2-Chloropyrimidin-5-yl)methanol

Similarity: 0.69

Chemical Structure| 2164-67-2

[ 2164-67-2 ]

(2-Aminopyrimidin-4-yl)methanol

Similarity: 0.67

Amines

Chemical Structure| 50840-23-8

[ 50840-23-8 ]

5-Methylpyrimidin-2-amine

Similarity: 0.83

Chemical Structure| 3167-50-8

[ 3167-50-8 ]

2-Aminopyrimidine-5-carboxylic acid

Similarity: 0.79

Chemical Structure| 39268-71-8

[ 39268-71-8 ]

5-Ethylpyrimidin-2-amine

Similarity: 0.76

Chemical Structure| 1193-74-4

[ 1193-74-4 ]

4,5-Dimethylpyrimidin-2-amine

Similarity: 0.75

Chemical Structure| 308348-93-8

[ 308348-93-8 ]

Methyl 2-aminopyrimidine-5-carboxylate

Similarity: 0.74

Related Parent Nucleus of
[ 120747-85-5 ]

Pyrimidines

Chemical Structure| 25193-95-7

[ 25193-95-7 ]

5-(Hydroxymethyl)pyrimidine

Similarity: 0.86

Chemical Structure| 50840-23-8

[ 50840-23-8 ]

5-Methylpyrimidin-2-amine

Similarity: 0.83

Chemical Structure| 3167-50-8

[ 3167-50-8 ]

2-Aminopyrimidine-5-carboxylic acid

Similarity: 0.79

Chemical Structure| 39268-71-8

[ 39268-71-8 ]

5-Ethylpyrimidin-2-amine

Similarity: 0.76

Chemical Structure| 1193-74-4

[ 1193-74-4 ]

4,5-Dimethylpyrimidin-2-amine

Similarity: 0.75