Basic information
- CAS
210169-05-4- Standard SMILES
Nc1cncc(F)c1- InChIKey
ZRORIJXOWXYPMO-UHFFFAOYSA-N- Molecular formula
- C5H5FN2
- Average molar mass
- 112.1 g/mol
- Monoisotopic mass
- 112.04367638
Names & identifiers
- Preferred name
- 5-Fluoro-3-pyridinamine
- IUPAC
- 5-fluoropyridin-3-amine
- English name
- 3-Amino-5-fluoropyridine
- Molecular formula
- C5H5FN2
- Molecular weight
- 112.11
Names & synonyms
5-fluoropyridin-3-amine210169-05-45-Fluoro-3-pyridinamineT287Q2D5WGDTXSID10943318RefChem:1072928DTXCID3013716893-Amino-5-fluoropyridine5-Amino-3-fluoropyridine3-Pyridinamine, 5-fluoro-462652-33-1(5-Fluoropyridin-3-yl)amine
Show more names
3-PyridinaMine,5-fluoro-3-Amine-5-fluoro-pyridin3-AMine-5-fluoro-pyridine3-Amino-5-fluoropyridine >3-aMino -5-fluorine pyridine3-AMINO-5-FLUOROPYRIDINE 97%
MFCD002340735-fluoro-pyridin-3-ylamineCS-W008078AC-9568Z12016199105-fluoro-3-pyridylamine3-FLUORO-5-AMINOPYRIDINE5-FLUOROPYRIDIN-3-YLAMINE
Database identifiers
- CAS
210169-05-4- PubChem CID
- 574450
- DTXSID
DTXSID10943318- UNII
- T287Q2D5WG
- EC Number
- 664-255-5
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 38.9 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 76.8
Experimental & physicochemical properties
SpringerMaterials PropertiesChemical shift
Physicochemical properties
- Melting point
- 86 °C · 86°C
- Boiling point
- 232.7 · 232.7±20.0 °C(Predicted)
- Density
- 1.257 · 1.257±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- form
- powder to crystal
- pka
- 3.74 · 3.74±0.20(Predicted)
- color
- Light orange to Yellow to Green
- InChI
- InChI=1S/C5H5FN2/c6-4-1-5(7)3-8-2-4/h1-3H,7H2
- InChIKey
- ZRORIJXOWXYPMO-UHFFFAOYSA-N
- SMILES
- C1=NC=C(F)C=C1N
- CAS DataBase Reference
- 210169 · 210169-05-4(CAS DataBase Reference)
- FDA UNII
- 287 Q2D5WG · T287Q2D5WG
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (93.5%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 46 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (93.5%)
Safety data
- wgk
- 3
- hs_code
- 2933399990
- risk_code
- 20/21/22-36/37/38-22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
- safety_code
- 26-36-36/37
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H302-H315-H319-H335
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Uses3-amino-5-fluoropyridine is an important intermediate mainly used in medicine and organic synthesis. It is used to synthesize Ivosidenib. Ivosidenib is an isocitrate dehydrogenase-1 inhibitor used to treat acute myeloid leukemia and cholangiocarcinoma in adults.
Preparation methods
Preparationsynthesis of 3-Amino-5-fluoropyridine: A solution of 3-amino-2,4,6-tribromo-5-fluoropyridine (23c) (0.9 g, 2.6 mmol), triethylamine (1.1 cm3, 7.9 mmol), palladium catalyst (0.1 g of 5% Pd-C catalyst) and DCM (15 cm3) was hydrogenated on a Parr apparatus for 18 h. Water (20 cm3) was added and the mixture filtered and extracted into DCM. The DCM solution was dried (MgS04) and evaporated giving 3-amino-5-fluoropyridine (0.3 g, >95% ), m.p. 86 ·c (from DCM) (Found: C, 53.6; H, 4.6; N, 25.0. C5H5FN2 requires C, 53.6; H, 4.5 N, 25.0%);IR spectrum no. 9; mass spectrum no. 5; nmr spectrum no. 29.
Upstream & downstream products
Upstream raw materials
Related reactions
31 records
Compound notes
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