(2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidin-6-yl)Methanol
- Product Name
- (2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidin-6-yl)Methanol
- CAS No.
- 1374639-77-6
- Chemical Name
- (2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidin-6-yl)Methanol
- Synonyms
- EOS-60968;Ribociclib Intermediate 2;(Chloro Hydroxymethyl Impurity);Ribociclib Chloro Hydroxymethyl IMP;Ribociclib Chloro Hydroxymethyl Impurity;(2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidin;2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidine-6-Methanol;(2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)meth...;7H-Pyrrolo[2,3-d]pyrimidine-6-methanol, 2-chloro-7-cyclopentyl-;(2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidin-6-yl)Methanol
- CBNumber
- CB52671067
- Molecular Formula
- C12H14ClN3O
- Formula Weight
- 251.71
- MOL File
- 1374639-77-6.mol
(2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidin-6-yl)Methanol Property
- Density
- 1.50±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 14.09±0.10(Predicted)
- Appearance
- White to yellow Solid
- InChI
- InChI=1S/C12H14ClN3O/c13-12-14-6-8-5-10(7-17)16(11(8)15-12)9-3-1-2-4-9/h5-6,9,17H,1-4,7H2
- InChIKey
- ADHCEFBFOBDYEC-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC=C2C=C(CO)N(C3CCCC3)C2=N1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- C587363
- Product name
- (2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol
- Packaging
- 500mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- CS-B1534
- Product name
- 2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-methanol
- Purity
- >98.0%
- Packaging
- 5g
- Price
- $194
- Updated
- 2021/12/16
- Product number
- CS-B1534
- Product name
- 2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-methanol
- Purity
- >98.0%
- Packaging
- 10g
- Price
- $323
- Updated
- 2021/12/16
- Product number
- CS-B1534
- Product name
- 2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-methanol
- Purity
- >98.0%
- Packaging
- 250mg
- Price
- $53
- Updated
- 2021/12/16
- Product number
- CS-B1534
- Product name
- 2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-methanol
- Purity
- >98.0%
- Packaging
- 1g
- Price
- $65
- Updated
- 2021/12/16
(2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidin-6-yl)Methanol Chemical Properties,Usage,Production
Synthesis
1374639-76-5
1374639-77-6
General procedure for the synthesis of 2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-D]pyrimidine-6-methanol from 3-(2-chloro-4-(cyclopentylamino)pyrimidin-5-yl)prop-2-yn-1-ol: Compound (3) (5 g, 19.9 mmol) was dissolved in THF (50 mL) under the protection of nitrogen and stirred at 29 °C. To this solution was slowly added 1.0 M tetrabutylammonium fluoride in THF solution (45 mL) and subsequently the reaction mixture was heated to 60 °C and the progress of the reaction was monitored by TLC. Upon completion of the reaction, the mixture was concentrated under reduced pressure and the residue was dissolved in 2-propanol (10 mL) and stirred at 50 °C until complete dissolution. The resulting clarified solution was cooled to 29 °C, water (75 mL) was added slowly and stirring was continued for 4 hours. The precipitated solid was collected by filtration, washed with water and dried under vacuum at 50 °C to give compound (4) as a brown solid in 68% yield, melting point 173-175 °C. 1H NMR (400 MHz, DMSO-d6) δ: 1.64-1.65 (m, 2H, -CH2), 1.98-2.03 (m, 4H, -CH2), 2.22- 2.29 (m, 2H, -CH2), 4.67 (d, 2H, J=5.12Hz, -CH2OH), 4.87-4.89 (m, 1H, -NH-CH-), 5.52 (s, 1H, -CH2OH), 6.55 (s, 1H, Ar-H), 8.82 (s, 1H, Ar-H).13C NMR (75.46 MHz, DMSO-d6) δ: 152.3, 151.5, 150.9, 144.7, 118.21, 98.5, 56.4, 52.3, 30.7, 24.9. ESI-HRMS (m/z): the calculated value of [M+] for C12H14ClN3O was 251.7129 and the measured value was 251.8001.
References
[1] Combinatorial Chemistry and High Throughput Screening, 2017, vol. 20, # 8, p. 703 - 712
[2] Patent: US2012/115878, 2012, A1. Location in patent: Page/Page column 7
[3] Patent: WO2018/51280, 2018, A1. Location in patent: Page/Page column 20
(2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidin-6-yl)Methanol Preparation Products And Raw materials
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- Product
- (2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidin-6-yl)Methanol 1374639-77-6
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-10-03
- Product
- (2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidin-6-yl)Methanol 1374639-77-6
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1000kg
- Release date
- 2025-06-07
- Product
- (2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidin-6-yl)Methanol 1374639-77-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-08-09