Home Cart 0 Sign in  
X

[ CAS No. 228251-24-9 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 228251-24-9
Chemical Structure| 228251-24-9
Structure of 228251-24-9 * Storage: {[proInfo.prStorage]}

Quality Control of [ 228251-24-9 ]

Related Doc. of [ 228251-24-9 ]

SDS
Alternatived Products of [ 228251-24-9 ]
Alternatived Products of [ 228251-24-9 ]

Product Details of [ 228251-24-9 ]

CAS No. :228251-24-9 MDL No. :MFCD08689713
Formula : C6H3BrClNO Boiling Point : 278°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :220.45 g/mol Pubchem ID :23090988
Synonyms :

Safety of [ 228251-24-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 228251-24-9 ]

  • Upstream synthesis route of [ 228251-24-9 ]
  • Downstream synthetic route of [ 228251-24-9 ]

[ 228251-24-9 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 78686-79-0 ]
  • [ 228251-24-9 ]
YieldReaction ConditionsOperation in experiment
74% With diisobutylaluminium hydride In dichloromethane at -78℃; for 2 h; To a (-78eC) cooled and stirred solution of methyl 5-bromo-2-chloronicotinate (10.0 g, 39.9 mmol) in DCM (100 mL) was added diBAL-H (43.9 mL, 43.9 mmol, 1.6 M in hexane) dropwise and then stirred for 2h at the same temperature. Reaction was quenched with 2M aqueous HCI (50 mL) and stirred for 30 min at room temperature. Reaction mixture was filtered through the celite. The layers were separated and the aqueous layer was extracted with ethyl acetate (2/1,100 mL). The combined organic layer was washed with brine (100 mL), dried (Na2S04) and filtered. The filtrate was concentrated under vacuum and the crude product was purified by flash column chromatography (silica gel, 20-30percent EtOAc in hexane system as eluent) to afford 6.50 g (74percent) of the titled compound. 1HNMR (400 MHz, DMSO- d6) U10.19 (s, 1H), 8.86 (brs, 1H), 8.40 (brs, 1H); GCMS (m/z) 218.94(M)\
Reference: [1] Patent: WO2018/20474, 2018, A1, . Location in patent: Page/Page column 157
[2] Patent: WO2011/103202, 2011, A2,
[3] Patent: WO2015/181747, 2015, A1,
  • 2
  • [ 742100-75-0 ]
  • [ 228251-24-9 ]
Reference: [1] Patent: WO2009/10801, 2009, A1, . Location in patent: Page/Page column 72
[2] Patent: EP1593673, 2005, A1, . Location in patent: Page/Page column 98
[3] Patent: WO2011/103202, 2011, A2, . Location in patent: Page/Page column 180
[4] Patent: WO2015/181747, 2015, A1, . Location in patent: Page/Page column 76
[5] Patent: WO2017/133701, 2017, A1, . Location in patent: Paragraph 157; 158
  • 3
  • [ 885223-63-2 ]
  • [ 228251-24-9 ]
YieldReaction ConditionsOperation in experiment
45% With lithium aluminium tetrahydride In tetrahydrofuran at -10 - 20℃; Preparation of S-bromo^-chloronicotinaldehyde (D-2-3).To a stirred solution of compound D-2-2 (25 g, 89.4 mmol) in dry THF (200 mL) was added LiAIH4 (1.7 g, 27 mmol) at -10 0C under N2 atmosphere. After the addition, the reaction mixture was allowed to warm up to room temperature and stirred overnight. TLC (petroleum ether/EtOAc 5:1 ) indicated complete consumption of starting material. To the reaction mixture was added 1 N KHSO4 (200 mL) and extracted with EtOAc (300 mL><3). The combined organic layers were washed with saturated aqueous NaCI (200 mL), dried over Na2SO4 and concentrated in vacuo to yield crude compound D-2-3, which was purified by column chromatography (silica gel, petroleum ether/EtOAc 30:1 ) to yield pure compound D-2-3 (8.0 g, 45percent) as a white solid.
Reference: [1] Patent: WO2009/16460, 2009, A2, . Location in patent: Page/Page column 104
[2] Patent: WO2017/133701, 2017, A1, . Location in patent: Paragraph 192; 193
  • 4
  • [ 29241-65-4 ]
  • [ 228251-24-9 ]
Reference: [1] Patent: WO2017/133701, 2017, A1,
Historical Records

Related Functional Groups of
[ 228251-24-9 ]

Chlorides

Chemical Structure| 886365-47-5

[ 886365-47-5 ]

1-(5-Bromo-2-chloropyridin-3-yl)ethanone

Similarity: 0.88

Chemical Structure| 29241-60-9

[ 29241-60-9 ]

5-Bromo-2-chloro-3-methylpyridine

Similarity: 0.86

Chemical Structure| 53939-30-3

[ 53939-30-3 ]

5-Bromo-2-chloropyridine

Similarity: 0.75

Chemical Structure| 128071-86-3

[ 128071-86-3 ]

4-Bromo-2-chloro-3-methylpyridine

Similarity: 0.73

Chemical Structure| 66728-98-1

[ 66728-98-1 ]

4-Bromo-1-chloroisoquinoline

Similarity: 0.73

Bromides

Chemical Structure| 886365-47-5

[ 886365-47-5 ]

1-(5-Bromo-2-chloropyridin-3-yl)ethanone

Similarity: 0.88

Chemical Structure| 29241-60-9

[ 29241-60-9 ]

5-Bromo-2-chloro-3-methylpyridine

Similarity: 0.86

Chemical Structure| 53939-30-3

[ 53939-30-3 ]

5-Bromo-2-chloropyridine

Similarity: 0.75

Chemical Structure| 128071-86-3

[ 128071-86-3 ]

4-Bromo-2-chloro-3-methylpyridine

Similarity: 0.73

Chemical Structure| 66728-98-1

[ 66728-98-1 ]

4-Bromo-1-chloroisoquinoline

Similarity: 0.73

Aldehydes

Chemical Structure| 851484-95-2

[ 851484-95-2 ]

2-Chloro-5-fluoronicotinaldehyde

Similarity: 0.72

Chemical Structure| 55304-73-9

[ 55304-73-9 ]

2,6-Dichloro-3-formylpyridine

Similarity: 0.70

Chemical Structure| 875781-15-0

[ 875781-15-0 ]

5-Bromo-2-fluoronicotinaldehyde

Similarity: 0.69

Chemical Structure| 153034-90-3

[ 153034-90-3 ]

2-Chloro-4-iodonicotinaldehyde

Similarity: 0.66

Chemical Structure| 1060805-64-2

[ 1060805-64-2 ]

4-Bromo-6-chloronicotinaldehyde

Similarity: 0.65

Related Parent Nucleus of
[ 228251-24-9 ]

Pyridines

Chemical Structure| 886365-47-5

[ 886365-47-5 ]

1-(5-Bromo-2-chloropyridin-3-yl)ethanone

Similarity: 0.88

Chemical Structure| 29241-60-9

[ 29241-60-9 ]

5-Bromo-2-chloro-3-methylpyridine

Similarity: 0.86

Chemical Structure| 53939-30-3

[ 53939-30-3 ]

5-Bromo-2-chloropyridine

Similarity: 0.75

Chemical Structure| 128071-86-3

[ 128071-86-3 ]

4-Bromo-2-chloro-3-methylpyridine

Similarity: 0.73

Chemical Structure| 851484-95-2

[ 851484-95-2 ]

2-Chloro-5-fluoronicotinaldehyde

Similarity: 0.72