7-Bromo-4-chlorothieno[3,2-d]pyrimidine supplier

Name
7-BROMO-4-CHLOROTHIENO[3,2-D]PYRIMIDINE
EINECS
CAS No. 31169-27-4
Article Data21
CAS DataBase
Density 1.955 g/cm³
Solubility
Melting Point
Formula C₆H₂BrClN₂S
Boiling Point 345.453 °C at 760 mmHg
Molecular Weight 249.518
Flash Point 162.724 °C
Transport Information
Appearance
Safety 45
Risk Codes 25
Molecular Structure
Hazard Symbols T
Synonyms 7-BROMO-4-CHLOROTHIENO[3,2-D]PYRIMIDINE
PSA 54.02000
LogP 3.10720

Synthetic route

: 1246223-38-0
7-bromo-4-(methylsulfanyl)thieno[3,2-d]pyrimidine

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
With sulfuryl dichloride In dichloromethane; acetonitrile at 0℃; for 0.5h;	99%

: 31169-25-2
7-bromothieno[3,2-d]pyrimidine-4(3H)-one

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
With trichlorophosphate for 2h; Heating / reflux;	95%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 3h; Reflux;	85%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 3h; Reflux;	85%

: 7-bromo-4-hydroxythienopyrimidine

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
With trichlorophosphate at 125℃; for 6h; Temperature; Time;	89%

aqueous sodium chloride: aqueous sodium chloride

: 31169-25-2
7-bromothieno[3,2-d]pyrimidine-4(3H)-one

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In trichlorophosphate	82%

: 16234-10-9
3H-thieno[3,2-d]pyrimidin-4-one

A: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

B: 31169-25-2
7-bromothieno[3,2-d]pyrimidine-4(3H)-one

Conditions

Conditions	Yield
With bromine; sodium hydrogencarbonate In acetic acid	A n/a B 64%

: 16269-66-2
4-chlorothieno[3,2-d]pyrimidine

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
With N-Bromosuccinimide; acetic acid In acetonitrile at 85℃; for 18h;	20%
With N-Bromosuccinimide; acetic acid In acetonitrile at 85℃; for 18h;

: 16234-10-9
3H-thieno[3,2-d]pyrimidin-4-one

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Br2 2: POCl3 View Scheme
Multi-step reaction with 2 steps 1: Br2 2: POCl3, Py View Scheme
Multi-step reaction with 2 steps 1: bromine / acetic acid / 10 h / 120 °C / sealed reactor 2: trichlorophosphate / 3 h / 150 °C View Scheme

: 22288-78-4
Methyl 3-aminothiophene-2-carboxylate

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: acetic anhydride 1.2: 3 h / 20 °C 1.3: 20 h / 20 - 150 °C 2.1: bromine / acetic acid / 18 h / 120 °C 3.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 3 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: 2-methoxy-ethanol / 4 h / 120 °C 2: sodium metaphposphate; N-Bromosuccinimide / acetone / 4 h / 15 °C 3: trichlorophosphate / 6 h / 125 °C View Scheme

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 1318133-32-2
7-bromothieno[3,2-d]pyrimidine-4-amine

Conditions

Conditions	Yield
With ammonia In isopropyl alcohol at 95 - 100℃; for 7h; Sealed tube;	97%
With ammonia In isopropyl alcohol at 95 - 100℃; for 7h; Sealed tube;	97%
With ammonia In isopropyl alcohol at 95 - 100℃; for 7h; Sealed tube;	97%
With ammonia In isopropyl alcohol at 100℃; for 12h; sealed vessel;	83%
With ammonia In isopropyl alcohol at 100℃; for 12h;	3.8 g

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 1033805-26-3
(R)-1-(4-chloro-2-(3-methyl-1H-pyrazole-1-yl)phenyl)-2,2,2-trifluoroethane-1-ol

: (R)-7-bromo-4-(1-(4-chloro-2-(3-methyl-1H-pyrazole-1-yl)phenyl)-2,2,2-trifluoroethoxy)thieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
Stage #1: (R)-1-(4-chloro-2-(3-methyl-1H-pyrazole-1-yl)phenyl)-2,2,2-trifluoroethane-1-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Stage #2: 7-bromo-4-chlorothieno[3,2-d]pyrimidine In N,N-dimethyl-formamide; mineral oil at 20℃; for 12h;	96%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 75-64-9
tert-butylamine

: 7-bromo-N-(tert-butyl)thieno[3,2-d]pyrimidin-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol at 80℃;	95%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 124-41-4
sodium methylate

: 872190-91-5
7-bromo-4-methoxythieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
In 1,4-dioxane at 20℃; for 12h; Inert atmosphere;	94%
In 1,4-dioxane at 20℃; for 18h; Inert atmosphere;	84%
In 1,4-dioxane at 20℃; for 12h;	53%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: (S)-1,3-dihydrospiro[indene-2,4′-piperidine]-1-amine dihydrochloride

: (1S)-1'-(7-bromothieno[3,2-d]pyrimidin-4-yl)-1,3-dihydrospiro[indene-2,4'-piperidin]-1-amine

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 85℃; for 12h; Inert atmosphere;	94%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 20781-20-8
2,4-Dimethoxybenzylamine

: 1527518-20-2
7-bromo-N-(2,4-dimethoxybenzyl)thieno[3,2-d]pyrimidine-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;	89%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 108-95-2
phenol

: 7-bromo-4-phenoxythieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 40℃; for 16h;	88%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 29364-29-2
sodium tert-butyl thiolate

: 1370008-67-5
7-bromo-4-tert-butylsulfanyl-thieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
In dimethyl sulfoxide at 0 - 20℃; for 4h;	86%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 172975-69-8
3,5-dimethylphenyl boronic acid

: 7-bromo-4-(3,5-dimethylphenyl)thieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 80℃; for 12h; Inert atmosphere;	75.2%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 80℃; for 12h; Inert atmosphere;	75.2%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

A: 443762-07-0
(7-bromothieno[3,2-d]pyrimidin-4-yl)hydrazine hydrochloride

B: 443762-06-9
3-pyridinecarboxaldehyde(7-bromothieno[3,2-d]pyrimidin-4-yl)hydrazone

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol	A 73% B n/a

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 5188-07-8
sodium thiomethoxide

: 1246223-38-0
7-bromo-4-(methylsulfanyl)thieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 12h;	71%
In tetrahydrofuran at 0℃; for 15h;
In tetrahydrofuran at 0℃; for 15h;

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 10277-74-4, 34698-41-4, 61341-86-4, 61949-83-5
(S)-1-Aminoindane

: 1370007-92-3
7-bromo-N-[(1S)-indan-1-yl]thieno[3,2-d]pyrimidin-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 100℃; for 3h; Microwave irradiation;	69%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 4,4,5,5-tetramethyl-2-(4,9,9-trimethyl-9H-fluoren-2-yl)-1,3,2-dioxaborolane

: 7-bromo-4-(4,9,9-trimethyl-9H-fluoren-2-yl)thieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water Inert atmosphere; Reflux;	67%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 147539-41-1
4-methylamino-piperidine-1-carboxylic acid tert-butyl ester

: tert-butyl 4-((7-bromothieno[3,2-d]pyrimidin-4-yl)(methyl)amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
In dimethyl sulfoxide at 60℃;	58%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 7486-35-3
tri-n-butyl(vinyl)tin

: 4-chloro-7-vinylthieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
Stage #1: 7-bromo-4-chlorothieno[3,2-d]pyrimidine; tri-n-butyl(vinyl)tin With copper(l) iodide; bis(tri-t-butylphosphine)palladium(0) at 120℃; for 24h; Stille Cross Coupling; Inert atmosphere; Stage #2: With potassium fluoride In water at 20℃; for 0.25h;	50%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 865-47-4
potassium tert-butylate

: 7-bromo-4-(tert-butoxy)thieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 1.5h;	30.5%

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 272-68-4
thieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 31169-29-6
7-bromo-4-hydrazino-thieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
With hydrazine hydrate

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 16269-66-2
4-chlorothieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 21586-25-4
7-bromo-thieno[3,2-d]pyrimidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N2H4*H2O 2: O2, NaOEt View Scheme

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: sodium hydrosulfide monohydrate

: 215928-51-1
7-Bromo-3,4-dihydrothieno[3,2-d]pyrimidin-4-thione

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one In water; ethyl acetate

: 31169-27-4
7-bromo-4-chlorothieno[3,2-d]pyrimidine

: 75-31-0
isopropylamine

: 1235035-76-3
7-bromo-N-isopropylthieno[3,2-d]pyrimidin-4-amine

Conditions

Conditions	Yield
In ethanol for 15h; Reflux;

7-Bromo-4-chlorothieno[3,2-d]pyrimidine Specification

The 7-Bromo-4-chlorothieno[3,2-d]pyrimidine, with CAS registry number 31169-27-4, belongs to the following product categories: CHIRAL CHEMICALS. Its systematic name and IUPAC name are the same, which is 7-bromo-4-chlorothieno[3,2-d]pyrimidine.

Physical properties about this chemical are: (1)ACD/LogP: 1.92; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3; (4)ACD/LogD (pH 7.4): 3; (5)ACD/BCF (pH 5.5): 220; (6)ACD/BCF (pH 7.4): 220; (7)ACD/KOC (pH 5.5): 1654; (8)ACD/KOC (pH 7.4): 1654; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 54.02 Å²; (13)Index of Refraction: 1.736; (14)Molar Refractivity: 51.247 cm³; (15)Molar Volume: 127.612 cm³; (16)Polarizability: 20.316×10^-24cm³; (17)Surface Tension: 69.854 dyne/cm; (18)Enthalpy of Vaporization: 56.621 kJ/mol; (19)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc2ncnc1c2scc1Br
(2)InChI: InChI=1/C6H2BrClN2S/c7-3-1-11-5-4(3)9-2-10-6(5)8/h1-2H
(3)InChIKey: LJFZDPZIIKOATA-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C6H2BrClN2S/c7-3-1-11-5-4(3)9-2-10-6(5)8/h1-2H
(5)Std. InChIKey: LJFZDPZIIKOATA-UHFFFAOYSA-N

Product Name

7-BROMO-4-CHLOROTHIENO[3,2-D]PYRIMIDINE

Synthetic route

7-Bromo-4-chlorothieno[3,2-d]pyrimidine Specification

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