TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE
Uses- Product Name
- TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE
- CAS No.
- 91419-48-6
- Chemical Name
- TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE
- Synonyms
- 4-carbamoyL;BUTTPARK 95\06-10;N-BOC isonipecotamide;1-N-BOC-ISONIPECOTAMIDE;Revefenacin Impurity 43;1-Boc-4-carbamoylpiperidine;N-BOC-4-PieridinecarboxaMide;Boc-piperidine-4-carboxylate;1-Boc-4-Piperidinecarboxamide;N-BOC-4-PiperidineCarboxamide
- CBNumber
- CB8139012
- Molecular Formula
- C11H20N2O3
- Formula Weight
- 228.29
- MOL File
- 91419-48-6.mol
TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE Property
- Melting point:
- 158-160
- Boiling point:
- 384.4±31.0 °C(Predicted)
- Density
- 1.123±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- 16.40±0.20(Predicted)
- color
- White to Almost white
- InChI
- InChI=1S/C11H20N2O3/c1-11(2,3)16-10(15)13-6-4-8(5-7-13)9(12)14/h8H,4-7H2,1-3H3,(H2,12,14)
- InChIKey
- YHFUWPUJUMZXBD-UHFFFAOYSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CCC(C(N)=O)CC1
Safety
- Hazard Codes
- Xi
- Hazard Note
- Irritant
- HS Code
- 29333990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B3892
- Product name
- 1-(tert-Butoxycarbonyl)-4-piperidinecarboxamide
- Purity
- >97.0%(GC)(N)
- Packaging
- 1g
- Price
- $24
- Updated
- 2025/07/31
- Product number
- B3892
- Product name
- 1-(tert-Butoxycarbonyl)-4-piperidinecarboxamide
- Purity
- >97.0%(GC)(N)
- Packaging
- 5g
- Price
- $96
- Updated
- 2025/07/31
- Product number
- B809648
- Product name
- tert-Butyl4-carbamoylpiperidine-1-carboxylate
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- FB39710
- Product name
- 1-N-Boc-4-piperidinecarboxamide
- Packaging
- 1g
- Price
- $79
- Updated
- 2021/12/16
- Product number
- 43433
- Product name
- 1-(tert-Butoxycarbonyl)-4-piperidinecarboxamide,≥97%(GC)
- Purity
- ≥97%(GC)
- Packaging
- 1G
- Price
- $20.8
- Updated
- 2021/12/16
TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE Chemical Properties,Usage,Production
Uses
1-BOC-piperidine-4-carboxamide is a common organic synthon in which the Boc group can be removed under acidic conditions, releasing the cyclohexylamine structure. Furthermore, the formamide structure on the ring can be converted to a cyano group under certain reaction conditions; and the oxygen atom on the formamide can be converted to a sulfur atom by the action of Lawesson reagent.
Chemical Properties
White powder
Synthesis
84358-13-4
91419-48-6
General procedure for the synthesis of tert-butyl 4-carbamoylpiperidine-1-carboxylate from 1-Boc-4-piperidinecarboxylic acid: a mixture of 1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (220 mg, 2.88 mmol), ammonium chloride (154 mg, 2.88 mmol), EDCI (367 mg, 1.92 mmol) and HOAT (195 mg. 1.44 mmol) were dissolved in dichloromethane (10 mL) at 0 °C, followed by dropwise addition of DIPEA (1.0 mL, 5.77 mmol). After dropwise addition, the reaction mixture was stirred at room temperature for 10 hours. After completion of the reaction, the reaction mixture was washed with distilled water (10 mL x 3). The organic layer was separated and dried with anhydrous Na2SO4 and subsequently concentrated under reduced pressure. The residue was purified by silica gel column chromatography using ethyl acetate as eluent to afford tert-butyl 4-carbamoylpiperidine-1-carboxylate as a white solid (160 mg, 73% yield).1H NMR (400 MHz, CD3OD): δ 4.11 (d, J = 13.4 Hz, 2H), 2.76-2.86 (m, 2H), 2.38-2.45 ( m, 1H), 1.79 (d, J = 11.2 Hz, 2H), 1.52-1.62 (m, 2H), 1.47 (s, 9H).MS-ESI: m/z 173.20 [M-55]+.
References
[1] Patent: WO2016/34134, 2016, A1. Location in patent: Paragraph 00539
[2] Patent: CN105399698, 2016, A. Location in patent: Paragraph 1621-1623
[3] Journal of Medicinal Chemistry, 2015, vol. 58, # 23, p. 9196 - 9213
[4] Patent: WO2015/48662, 2015, A2. Location in patent: Page/Page column 114
[5] European Journal of Medicinal Chemistry, 1984, vol. 19, # 2, p. 181 - 186
TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE manufacturers
- Product
- 1-N-BOC-ISONIPECOTAMIDE 91419-48-6
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1 ton
- Release date
- 2023-11-02
- Product
- 1-N-BOC-ISONIPECOTAMIDE 91419-48-6
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1 ton
- Release date
- 2023-11-02
- Product
- 1-N-BOC-ISONIPECOTAMIDE 91419-48-6
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1 ton
- Release date
- 2023-11-02