tert-Butyl (2-chloro-5-fluoropyridin-4-yl)carbamate

Name: tert-Butyl (2-chloro-5-fluoropyridin-4-yl)carbamate
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CAS No. 1354223-67-8
Cat. No. CS-0154419
Purity≥97%
MDL No.MFCD22380477

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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tert-Butyl (2-chloro-5-fluoropyridin-4-yl)carbamate|CS-0154419

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General Information

CAS No. 1354223-67-8
Cat. No. CS-0154419
Purity ≥97%
MDL No. MFCD22380477
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂ClFN₂O₂
Molecular Weight 246.67
Synonym(s) Tert-butyl 2-chloro-5-fluoropyridin-4-ylcarbamate
SMILES CC(C)(OC(NC1=CC(Cl)=NC=C1F)=O)C

Description

tert-Butyl (2-chloro-5-fluoropyridin-4-yl)carbamate serves as a key building block in medicinal chemistry, featuring a fluorinated pyridine core with orthogonal functional handles. The carbamate group enables stable protection of amines during synthesis, while the chloro and fluoro substituents provide tunable electronic and steric profiles for downstream coupling reactions. This derivative exhibits excellent bench stability and compatibility with diverse reaction conditions.

Application

tert-Butyl (2-chloro-5-fluoropyridin-4-yl)carbamate serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the 4-position of fluorinated pyridines. The carbamate group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. It participates reliably in palladium-catalyzed cross-coupling reactions, including Suzuki and Buchwald–Hartwig transformations, due to its compatibility with diverse reaction conditions and tolerance for common functional groups.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

TPSA 51.22
LogP 3.2211
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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tert-Butyl (2-chloro-5-fluoropyridin-4-yl)carbamate

CAS No. 1354223-67-8

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