CAS No.22536-65-8,2-Chloro-5-methoxypyrimidine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	22536-65-8
Name:	2-Chloro-5-methoxypyrimidine
Article Data:	4

Formula:	C₅H₅ClN₂O
Molecular Weight:	144.56
Synonyms:	Pyrimidine, 2-chloro-5-methoxy- (8CI,9CI)
EINECS:	636-584-4
Density:	1.292 g/cm³
Melting Point:	73-78℃
Boiling Point:	268.8 °C at 760 mmHg
Flash Point:	116.3 °C
Hazard Symbols:	Xi
Risk Codes:	37/38-41
Safety:	26-39
PSA:	35.01000
LogP:	1.13860

Synthetic route

: 19646-07-2
2,4-dichloro-5-methoxypyrimidine

: 22536-65-8
2-chloro-5-methoxy-pyrimidine

Conditions

Conditions	Yield
With water; zinc In ethanol for 4h; Reflux;	58%
With zinc In ethanol; water for 4h; Reflux;	58%
With acetic acid; zinc In ethanol Reflux; Large scale;	50 g

: 6623-81-0
5-Methoxypyrimidine-2,4(1H,3H)-dione

: 22536-65-8
2-chloro-5-methoxy-pyrimidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: trichlorophosphate; N,N-dimethyl-aniline / 2 h / Reflux 2: zinc; water / ethanol / 4 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: trichlorophosphate / N,N-dimethyl-aniline / 2 h / Reflux 2: zinc / ethanol; water / 4 h / Reflux View Scheme

: 22536-65-8
2-chloro-5-methoxy-pyrimidine

: 34712-29-3
2‐hydrazinyl‐5‐methoxypyrimidine

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 60℃; for 24h;	96%

: 22536-65-8
2-chloro-5-methoxy-pyrimidine

: 4983-28-2
2-chloropyrimidine-5-ol

Conditions

Conditions	Yield
With hydrogen bromide; DL-methionine In acetic acid for 5h; Reflux;	91%
Stage #1: 2-chloro-5-methoxy-pyrimidine With boron tribromide In dichloromethane at 20℃; Stage #2: With sodium hydrogencarbonate In dichloromethane; water	62%
With boron tribromide In dichloromethane at 20℃; for 20h;	61%

: 120-94-5
1-Methylpyrrolidine

: 136918-14-4
phthalimide

: 22536-65-8
2-chloro-5-methoxy-pyrimidine

: C18H20N4O3

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 160℃; for 12h;	85%

...Expand

: 375853-82-0, 286961-14-6
tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate

: 22536-65-8
2-chloro-5-methoxy-pyrimidine

: 1440954-81-3
tert-butyl 4-(5-methoxypyrimidin-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane at 140℃; for 0.25h; Microwave irradiation;	83%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane at 140℃; for 0.25h; Microwave irradiation;	83%

: 110-85-0
piperazine

: 22536-65-8
2-chloro-5-methoxy-pyrimidine

: 59215-39-3
5-methoxy-2-(1-piperazinyl)pyrimidine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl; caesium carbonate In 1,4-dioxane at 100℃; for 0.666667h;	78%
In isopropyl alcohol at 140℃; for 1h; Microwave irradiation;	32%

: (R)-3-((tert-butoxycarbonyl)amino)-4-(5-(4-hydroxyphenyl)-2H-tetrazol-2-yl)butyric acid tert-butyl ester

: 22536-65-8
2-chloro-5-methoxy-pyrimidine

: tert-butyl (R)-3-((tert-butoxycarbonyl)amino)-4-(5-(4-((5-methoxypyrimidin-2-yl)oxy)phenyl)-2H-tetrazol-2-yl)butanoate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 90℃; for 3h;	72%

: 280-57-9
1,4-diaza-bicyclo[2.2.2]octane

: 1074-82-4
potassium phtalimide

: 22536-65-8
2-chloro-5-methoxy-pyrimidine

: 2-(2-(4-(5-methoxypyrimidin-2-yl)piperazin-1-yl)ethyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 120℃; for 24h; Inert atmosphere;	71%

...Expand

: 4-methyl-2,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

: 22536-65-8
2-chloro-5-methoxy-pyrimidine

: 4-methyl-2,6-bis(5-methoxypyrimidin-2-yl)aniline

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate In water; acetonitrile at 100℃; for 16h; Inert atmosphere; Sealed tube;	71%

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Specification

The systematic name of this chemical is 2-chloro-5-methoxypyrimidine. With the CAS registry number 22536-65-8, it is also named as pyrimidine, 2-chloro-5-methoxy-. The product's categories are Pyrimidine; Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Pyrimidines; Pyrimidines Heterocyclic Building Blocks.

The other characteristics of this product can be summarized as: (1).ACD/LogP: 0.28; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.28; (4)ACD/LogD (pH 7.4): 0.28; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 33.64; (8)ACD/KOC (pH 7.4): 33.64; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 35.01 Å²; (13)Index of Refraction: 1.52; (14)Molar Refractivity: 34 cm³; (15)Molar Volume: 111.8 cm³; (16)Polarizability: 13.48×10^-24 cm³; (17)Surface Tension: 44 dyne/cm; (18)Density: 1.292 g/cm³; (19)Flash Point: 116.3 °C; (20)Enthalpy of Vaporization: 48.64 kJ/mol; (21)Boiling Point: 268.8 °C at 760 mmHg; (22)Vapour Pressure: 0.0125 mmHg at 25°C.

Uses of 2-Chloro-5-methoxypyrimidine: It can react with cyanoacetic acid ethyl ester; sodium enolate to get cyano-(5-methoxy-pyrimidin-2-yl)-acetic acid ethyl ester. This reaction must react at 90 °C for is 1 hours. The yield is 40%.

People can use the following data to convert to the molecule structure.
1. SMILES:Clc1ncc(OC)cn1
2. InChI:InChI=1/C5H5ClN2O/c1-9-4-2-7-5(6)8-3-4/h2-3H,1H3
3. InChIKey:RSUBGBZOMBTDTI-UHFFFAOYAL