[ CAS No. 114932-86-4 ] {[proInfo.proName]}

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Quality Control of [ 114932-86-4 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 114932-86-4 ]

Product Details of [ 114932-86-4 ]

CAS No. :	114932-86-4	MDL No. :	MFCD18366122
Formula :	C₆H₁₀O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	HJYVFFLYCSUEOE-UHFFFAOYSA-N
M.W :	114.14	Pubchem ID :	21702736
Synonyms :

Safety of [ 114932-86-4 ]

Signal Word:	Danger	Class:	3
Precautionary Statements:	P210-P240-P241-P242-P243-P261-P264-P271-P280-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P370+P378-P403+P233-P403+P235-P405-P501	UN#:	1993
Hazard Statements:	H225-H315-H319-H335	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 114932-86-4 ]

* 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.

Downstream synthetic route of [ 114932-86-4 ]

[ 114932-86-4 ] Synthesis Path-Downstream 1~7

1
[ 75-16-1 ]
[ 766539-67-7 ]
[ 114932-86-4 ]

Yield	Reaction Conditions	Operation in experiment
64%	In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 20℃; for 16h;	172 1 -Tetrahydrofuran-3-ylethanone To a solution of N-methoxy-N-methyl-tetrahydrofuran-3-carboxamide (276 mg, 1 .73 mmol) in THF (8 mL), at 0 °C, was added bromo(methyl)magnesium (3.4 M in 2-MeTHF, 0.7 mL, 2.25 mmol). The reaction mixture was stirred at RT for 16 h. The reaction mixture was quenched with HCI (1 M in water), the residue was diluted with diethyl ether, washed with water, dried over sodium sulfate and concentrated under reduced pressure to afford crude 1-tetrahydrofuran-3-ylethanone (127 mg, 1.11 mmol, 64% yield) as a clear oil. 1H NMR (400 MHz, CDCI3, ): 4.00-3.70 (m, 4H), 3.27-3.18 (m, 1H), 2.23 (5, 3H), 2.17-2.09 (m, 2H).
	In tetrahydrofuran at -78℃; for 1.5h;	2.125.a Step a Intermediate 61 -(Tetrahydrofuran-3-yl)ethanone Step a Intermediate 61 -(Tetrahydrofuran-3-yl)ethanone To a solution of N-methoxy-N-methyltetrahydrofuran-3-carboxamide (CAS 766539-67- 7, 1 g, 6.28 mmol) in THF (10 ml) at -78 °C was added methylmagnesium bromide (3 M in THF, 2.51 ml, 7.54 mmol) dropwise. The reaction was then stirred at -78 °C for 1.5 h. The mixture was quenched with water and extracted with EtOAc. The organic phase was dried (MgS0 ) and concentrated under reduced pressure to give 1- (tetrahydrofuran-3-yl)ethanone as a pale yellow oil (320 mg, 45 %). Used crude in the next step.
400 mg	In tetrahydrofuran at 0 - 20℃; for 16h;	Step 2: Preparation of 1-(tetrahydrofuran-3-yl)ethenone. To a solution of N-methoxy-N-methyltetrahydrofuran-3-carboxamide (900 mg, 5.65mmol) in THF (50 ml) was added methylmagnesium bromide (2.8 ml, 3M, 8.5mmol) at 0 °C and the resultant mixture was stirred at 20 °C for 16 h. The resultant mixture was quenched with water (2 ml) and dried anhydrous sodium sulfate, filtered and concentrated. The crude residue was purified combi -flash (methanol / dichloromethane: 10: 100) to obtain 1-(tetrahydrofuran-3-yl)ethanone (400mg, 62%) as yellow oil. 1H NMR (400 MHz, Chloroform-d) d 3.98 - 3.83 (m, 3H), 3.83 - 3.72 (m, 1 H), 3.27 - 3.13 (m, 1 H), 2.21 (s, 3H), 2.16 - 2.07 (m, 2H). LCMS (ESI) m/z: 115.2 [M+H]+.

400 mg	In tetrahydrofuran at 0 - 20℃; for 16h;	Step 2: Preparation of 1-(tetrahydrofuran-3-yl)ethenone. To a solution of N-methoxy-N-methyltetrahydrofuran-3-carboxamide (900 mg, 5.65mmol) in THF (50 ml) was added methylmagnesium bromide (2.8 ml, 3M, 8.5mmol) at 0 °C and the resultant mixture was stirred at 20 °C for 16 h. The resultant mixture was quenched with water (2 ml) and dried anhydrous sodium sulfate, filtered and concentrated. The crude residue was purified combi -flash (methanol / dichloromethane: 10: 100) to obtain 1-(tetrahydrofuran-3-yl)ethanone (400mg, 62%) as yellow oil. 1H NMR (400 MHz, Chloroform-d) d 3.98 - 3.83 (m, 3H), 3.83 - 3.72 (m, 1 H), 3.27 - 3.13 (m, 1 H), 2.21 (s, 3H), 2.16 - 2.07 (m, 2H). LCMS (ESI) m/z: 115.2 [M+H]+.
400 mg	In tetrahydrofuran at 0 - 20℃; for 16h;	Step 2: Preparation of 1-(tetrahydrofuran-3-yl)ethenone. To a solution of N-methoxy-N-methyltetrahydrofuran-3-carboxamide (900 mg, 5.65mmol) in THF (50 ml) was added methylmagnesium bromide (2.8 ml, 3M, 8.5mmol) at 0 °C and the resultant mixture was stirred at 20 °C for 16 h. The resultant mixture was quenched with water (2 ml) and dried anhydrous sodium sulfate, filtered and concentrated. The crude residue was purified combi -flash (methanol / dichloromethane: 10: 100) to obtain 1-(tetrahydrofuran-3-yl)ethanone (400mg, 62%) as yellow oil. 1H NMR (400 MHz, Chloroform-d) d 3.98 - 3.83 (m, 3H), 3.83 - 3.72 (m, 1 H), 3.27 - 3.13 (m, 1 H), 2.21 (s, 3H), 2.16 - 2.07 (m, 2H). LCMS (ESI) m/z: 115.2 [M+H]+.

Reference： [1]Current Patent Assignee: ELI LILLY & CO - WO2017/103611, 2017, A1 Location in patent: Paragraph 00433
[2]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - WO2013/27001, 2013, A1 Location in patent: Page/Page column 136
[3]Current Patent Assignee: YUMANITY THERAPEUTICS INC - WO2021/247841, 2021, A1 Location in patent: Page/Page column 72
[4]Current Patent Assignee: YUMANITY THERAPEUTICS INC - WO2021/247841, 2021, A1 Location in patent: Page/Page column 72
[5]Current Patent Assignee: YUMANITY THERAPEUTICS INC - WO2021/247841, 2021, A1 Location in patent: Page/Page column 72

2
[ 89364-31-8 ]
[ 114932-86-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate; dichloromethane / 16 h / 20 °C 2: tetrahydrofuran; 2-methyltetrahydrofuran / 16 h / 0 - 20 °C
	Multi-step reaction with 2 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 0 - 20 °C 1.2: 17 h / 3 - 20 °C 2.1: tetrahydrofuran / 16 h / 0 - 20 °C

Reference： [1]Current Patent Assignee: ELI LILLY & CO - WO2017/103611, 2017, A1
[2]Current Patent Assignee: YUMANITY THERAPEUTICS INC - WO2021/247841, 2021, A1

3
[ 114932-86-4 ]
[ 1101023-98-6 ]

Yield	Reaction Conditions	Operation in experiment
	With bromine In diethyl ether at 0 - 20℃; for 2h;	85 To a solution of 1-(tetrahydrofuran-3-yl)ethan-1-one (560 mg, 4.9 mmol) in Et2O (10 mL) was added Br2(784 mg, 4.9 mmol) at 0 °C. The mixture was stirred at RT for 2 h and concentrated to give crude 2-bromo-1-(tetrahydrofuran-3-yl)ethan-1-one (950 mg) as a yellow oil. LC-MS m/z: 193.1 [M+H]+. HPLC Purity (214 nm): 29%; tR= 0.49 min

Reference： [1]Current Patent Assignee: BIAL R D INVESTMENTS; BIAL BIOTECH INVEST; BIAL R D INVEST - WO2021/55612, 2021, A1 Location in patent: Paragraph 00457

4
[ 114932-86-4 ]
2-methoxy-4-(tetrahydrofuran-3-yl)-1H-imidazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: bromine / diethyl ether / 2 h / 0 - 20 °C 2: sodium hydrogencarbonate / ethanol / 12 h / 70 °C

Reference： [1]Current Patent Assignee: BIAL R D INVESTMENTS; BIAL BIOTECH INVEST; BIAL R D INVEST - WO2021/55612, 2021, A1

5
[ 114932-86-4 ]
[ 4637-24-5 ]
(E)-3-(dimethylamino)-1-(tetrahydrofuran-3-yl)prop-2-en-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	at 110℃; for 16h; Inert atmosphere;	Step 3: Preparation of (E)-3-(dimethylamino)-1-(tetrahydrofuran-3-yl)prop-2-en-1-one. A solution of 1-(tetrahydrofuran-3-yl)ethanone (400mg, 3.5mmol) and DMAc (4 mL) was stirred at 110 °C for 16h under argon protection. The mixture was concentrated to obtain (E)-3-(dimethylamino)- 1-(tetrahydrofuran-3-yl)prop-2-en-1-one ( 560mg, 95%) as yellow oil. LCMS (ESI) m/z: 170.2 [M+H]+.
95%	at 110℃; for 16h; Inert atmosphere;	Step 3: Preparation of (E)-3-(dimethylamino)-1-(tetrahydrofuran-3-yl)prop-2-en-1-one. A solution of 1-(tetrahydrofuran-3-yl)ethanone (400mg, 3.5mmol) and DMAc (4 mL) was stirred at 110 °C for 16h under argon protection. The mixture was concentrated to obtain (E)-3-(dimethylamino)- 1-(tetrahydrofuran-3-yl)prop-2-en-1-one ( 560mg, 95%) as yellow oil. LCMS (ESI) m/z: 170.2 [M+H]+.
95%	at 110℃; for 16h; Inert atmosphere;	Step 3: Preparation of (E)-3-(dimethylamino)-1-(tetrahydrofuran-3-yl)prop-2-en-1-one. A solution of 1-(tetrahydrofuran-3-yl)ethanone (400mg, 3.5mmol) and DMAc (4 mL) was stirred at 110 °C for 16h under argon protection. The mixture was concentrated to obtain (E)-3-(dimethylamino)- 1-(tetrahydrofuran-3-yl)prop-2-en-1-one ( 560mg, 95%) as yellow oil. LCMS (ESI) m/z: 170.2 [M+H]+.

Reference： [1]Current Patent Assignee: YUMANITY THERAPEUTICS INC - WO2021/247841, 2021, A1 Location in patent: Page/Page column 72-73
[2]Current Patent Assignee: YUMANITY THERAPEUTICS INC - WO2021/247841, 2021, A1 Location in patent: Page/Page column 72-73
[3]Current Patent Assignee: YUMANITY THERAPEUTICS INC - WO2021/247841, 2021, A1 Location in patent: Page/Page column 72-73

6
[ 114932-86-4 ]
3-(tetrahydrofuran-3-yl)-1H-pyrazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 16 h / 110 °C / Inert atmosphere 2: hydrazine / ethanol / 3 h / Reflux

Reference： [1]Current Patent Assignee: YUMANITY THERAPEUTICS INC - WO2021/247841, 2021, A1

7
[ 114932-86-4 ]
4-(9-methyl-8-(pyridin-4-yl)-2-(3-(tetrahydrofuran-3-yl)-1H-pyrazol-1-yl)-9H-purin-6-yl)morpholine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 16 h / 110 °C / Inert atmosphere 2: hydrazine / ethanol / 3 h / Reflux 3: caesium carbonate / N,N-dimethyl acetamide / 17 h / 120 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: YUMANITY THERAPEUTICS INC - WO2021/247841, 2021, A1

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P342	If experiencing respiratory symptoms:
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P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
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P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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H271	May cause fire or explosion; strong oxidizer
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H301	Toxic if swallowed
H302	Harmful if swallowed
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H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
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H315	Causes skin irritation
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H320	Causes eye irritation
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Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 114932-86-4 ] {[proInfo.proName]}

Quality Control of [ 114932-86-4 ]

Related Doc. of [ 114932-86-4 ]

Product Details of [ 114932-86-4 ]

Safety of [ 114932-86-4 ]

Application In Synthesis of [ 114932-86-4 ]

[ 114932-86-4 ] Synthesis Path-Downstream 1~7

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

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