(2-PIPERIDIN-4-YL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER
Uses- Product Name
- (2-PIPERIDIN-4-YL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER
- CAS No.
- 165528-81-4
- Chemical Name
- (2-PIPERIDIN-4-YL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER
- Synonyms
- 4-(2-Boc-aminoethyL;4-(BOC-AMINOETHYL)PIPERIDINE;4-(2-BOC-AMINOETHYL) PIPERIDINE;4-(N-BOC-2-AMINOETHYL)PIPERIDINE;4-(2-BOC-AMINOETHYL)-1-PIPERIDINE;4-(2-Aminothyl)piperidine,N2-BOC protected;TERT-BUTYL (2-PIPERIDIN-4-YLETHYL)CARBAMATE;4-(2-Aminoethyl)piperidine, 4-BOC protected;4-(2-Aminoethyl)piperidine, N2-BOC protected;tert-butyl N-[2-(piperidin-4-yl)ethyl]carbamate
- CBNumber
- CB0685412
- Molecular Formula
- C12H24N2O2
- Formula Weight
- 228.33
- MOL File
- 165528-81-4.mol
(2-PIPERIDIN-4-YL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER Property
- Boiling point:
- 337.3±15.0 °C(Predicted)
- Density
- 0.971±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 12.86±0.46(Predicted)
- form
- liquid
- color
- Colourless to light yellow
- InChI
- InChI=1S/C12H24N2O2/c1-12(2,3)16-11(15)14-9-6-10-4-7-13-8-5-10/h10,13H,4-9H2,1-3H3,(H,14,15)
- InChIKey
- RQRMFFGCUUGYPC-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)NCCC1CCNCC1
- CAS DataBase Reference
- 165528-81-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- HS Code
- 2933320000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H317May cause an allergic skin reaction
H319Causes serious eye irritation
- Precautionary statements
-
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
- B603355
- Product name
- 4-(2-Boc-aminoethyl)piperidine
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- B603355
- Product name
- 4-(2-Boc-aminoethyl)piperidine
- Packaging
- 500mg
- Price
- $105
- Updated
- 2021/12/16
- Product number
- FB54370
- Product name
- 4-(2-Boc-aminoethyl)piperidine
- Packaging
- 500mg
- Price
- $40
- Updated
- 2021/12/16
- Product number
- OR2257
- Product name
- 4-(2-Aminoethyl)piperidine,4-BOCprotected
- Packaging
- 250mg
- Price
- $51
- Updated
- 2021/12/16
- Product number
- FB54370
- Product name
- 4-(2-Boc-aminoethyl)piperidine
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
(2-PIPERIDIN-4-YL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production
Uses
4-(2-BOC-aminoethyl)piperidine is mainly used as a pharmaceutical intermediate, and some literature reports that it can be used to prepare SHP2 inhibitors.
Synthesis
109573-05-9
165528-81-4
General procedure for the synthesis of 4-(2-Boc-aminoethyl)piperidine from tert-butyl N-[2-(pyridin-4-yl)ethyl]carbamate: tert-butyl N-[2-(pyridin-4-yl)ethyl]carbamate (26.9 g, 120.9 mmol) was dissolved in methanol (370 mL) and cooled to 0 °C. Aqueous 6N hydrochloric acid (20.2 mL, 120.9 mmol) was slowly added at 0 °C. Subsequently, platinum (IV) oxide (1.37 g, 6.05 mmol) was added to the reaction mixture at room temperature and the hydrogenation reaction was carried out under hydrogen (1000 psi) atmosphere for 24 hours. Upon completion of the reaction, the mixture was filtered through an Arbocel pad and the filter cake was washed sequentially with methanol (300 mL) and water (100 mL). The filtrate was concentrated under reduced pressure. The concentrated crude product was diluted with saturated aqueous sodium bicarbonate (150 mL) and extracted with dichloromethane (50 mL). The organic layer was washed with water (2 x 50 mL). The aqueous layers were combined, alkalized with 30% aqueous sodium hydroxide (30 mL) and then extracted with dichloromethane (8 x 200 mL). All organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 4-(2-Boc-aminoethyl)piperidine as a clear viscous oil (26.8 g, 97% yield). The product was characterized by 1H NMR (400 MHz, CDCl3) and LCMS: 1H NMR δ 1.17 (m, 2H), 1.41 (m, 10H), 1.68 (m, 2H), 2.58 (m, 2H), 3.09 (m, 6H), 4.53 (s, 1H); LCMS Rt = 1.73 min, MS m/z 229 [M + H ]+.
References
[1] Patent: WO2015/181797, 2015, A1. Location in patent: Page/Page column 132
[2] Patent: WO2004/87145, 2004, A2. Location in patent: Page/Page column 31
[3] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 9, p. 1317 - 1322
[4] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 17, p. 2325 - 2330
[5] Journal of Medicinal Chemistry, 2006, vol. 49, # 14, p. 4116 - 4126
(2-PIPERIDIN-4-YL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
(2-PIPERIDIN-4-YL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER Suppliers
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- Product
- (2-PIPERIDIN-4-YL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER 165528-81-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11
- Product
- (2-PIPERIDIN-4-YL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER 165528-81-4
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 1000KGS
- Release date
- 2019-12-20