Alternatived Products of [ 705-79-3 ]
Product Details of [ 705-79-3 ]
CAS No. : 705-79-3
MDL No. : MFCD01631555
Formula :
C8 H6 ClFO2
Boiling Point :
-
Linear Structure Formula : -
InChI Key : WGODGMOMOMNTRN-UHFFFAOYSA-N
M.W :
188.58
Pubchem ID : 2773721
Synonyms :
Calculated chemistry of [ 705-79-3 ]
Physicochemical Properties
Num. heavy atoms :
12
Num. arom. heavy atoms :
6
Fraction Csp3 :
0.12
Num. rotatable bonds :
2
Num. H-bond acceptors :
3.0
Num. H-bond donors :
1.0
Molar Refractivity :
42.95
TPSA :
37.3 Ų
Pharmacokinetics
GI absorption :
High
BBB permeant :
Yes
P-gp substrate :
No
CYP1A2 inhibitor :
No
CYP2C19 inhibitor :
No
CYP2C9 inhibitor :
No
CYP2D6 inhibitor :
No
CYP3A4 inhibitor :
No
Log Kp (skin permeation) :
-6.05 cm/s
Lipophilicity
Log Po/w (iLOGP) :
1.58
Log Po/w (XLOGP3) :
1.97
Log Po/w (WLOGP) :
2.53
Log Po/w (MLOGP) :
2.67
Log Po/w (SILICOS-IT) :
2.61
Consensus Log Po/w :
2.27
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
1.0
Bioavailability Score :
0.85
Water Solubility
Log S (ESOL) :
-2.49
Solubility :
0.613 mg/ml ; 0.00325 mol/l
Class :
Soluble
Log S (Ali) :
-2.38
Solubility :
0.788 mg/ml ; 0.00418 mol/l
Class :
Soluble
Log S (SILICOS-IT) :
-3.07
Solubility :
0.159 mg/ml ; 0.000845 mol/l
Class :
Soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
0.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
1.46
Application In Synthesis of [ 705-79-3 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Upstream synthesis route of [ 705-79-3 ]
Downstream synthetic route of [ 705-79-3 ]
1
[ 658-98-0 ]
[ 705-79-3 ]
2
[ 2923-66-2 ]
[ 705-79-3 ]
3
[ 59209-37-9 ]
[ 705-79-3 ]
(3-chloro-4-fluoro-phenyl)-acetic acid 2-(4-methanesulfonyl-phenyl)-1-methyl-2-oxo-ethyl ester
[ No CAS ]
4
[ 705-79-3 ]
3-(3-chloro-4-fluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-5-methyl-5<i>H</i>-furan-2-one
[ No CAS ]
5
[ 705-79-3 ]
3-(3-chloro-4-fluoro-phenyl)-5-hydroxy-4-(4-methanesulfonyl-phenyl)-5-methyl-5<i>H</i>-furan-2-one
[ No CAS ]
6
[ 348-51-6 ]
[ 705-79-3 ]
7
[ 2994-69-6 ]
[ 705-79-3 ]
8
[ 616-47-7 ]
[ 705-79-3 ]
[ 1174005-50-5 ]
Yield Reaction Conditions Operation in experiment
With acetic anhydride; at 20℃;
Preparation of l-(3-chloro-4-fluorophenyl)propan-2-one: To a solution of 2-(3- chloro-4-fluorophenyl)acetic acid (18.46 g, 97.89 mmol) in acetic anhydride (463 mL) was added N-methylimidazole (3.9 mL) and the reaction mixture was stirred overnight at room temperature. The reaction mixture was partitioned between ethyl acetate and saturated sodium bicarbonate solution and organic layer was concentrated and purified by flash column chromatography (silica gel, ethyl acetate/hexanes) to give a colorless oil (14.5 g, 79%). 1H NMR (400 MHz, CDC13) delta 7.23 (dd, J = 6.9, 2.1 Hz, 1H), 7.14 - 7.00 (m, 2H), 3.66 (s, 2H), 2.19 (s, 3H).
9
[ 705-79-3 ]
(S)-2-tert-butoxy-2-((R)-6-chloro-1-(2,3-dihydropyrano[4,3,2-de]quinoli-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetic acid
[ No CAS ]
10
[ 705-79-3 ]
(S)-2-tert-butoxy-2-((R)-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-6-isopropyl-3-methylnaphthalen-2-yl)acetic acid
[ No CAS ]
11
[ 705-79-3 ]
(S)-2-tert-butoxy-2-((R)-6-(difluoromethyl)-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetic acid
[ No CAS ]
12
[ 705-79-3 ]
(S)-2-tert-butoxy-2-((R)-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-6-ethyl-7-fluoro-3-methylnaphthalen-2-yl)acetic acid
[ No CAS ]
13
[ 705-79-3 ]
(S)-2-tert-butoxy-2-((R)-6-cyclopropyl-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetic acid
[ No CAS ]
14
[ 705-79-3 ]
(S)-2-tert-butoxy-2-((R)-6-cyano-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetic acid
[ No CAS ]
(S)-2-tert-butoxy-2-((R)-6-carbamoyl-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetic acid
[ No CAS ]
15
[ 705-79-3 ]
(S)-2-tert-butoxy-2-((R)-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methyl-6-(methylcarbamoyl)naphthalen-2-yl)acetic acid
[ No CAS ]
16
[ 705-79-3 ]
ethyl 4-(3-chloro-4-fluorophenyl)-3-methylbut-2-enoate
[ No CAS ]
17
[ 705-79-3 ]
[ 1354491-76-1 ]
18
[ 705-79-3 ]
[ 1354491-77-2 ]
19
[ 705-79-3 ]
[ 1354491-78-3 ]
20
[ 705-79-3 ]
[ 1354491-79-4 ]
21
[ 705-79-3 ]
[ 1354491-80-7 ]
22
[ 705-79-3 ]
[ 1354491-81-8 ]
23
[ 705-79-3 ]
(S)-ethyl 2-tert-butoxy-2-((S)-6-chloro-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetate
[ No CAS ]
(S)-ethyl 2-tert-butoxy-2-((R)-6-chloro-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetate
[ No CAS ]
24
[ 705-79-3 ]
[ 1354491-82-9 ]
25
[ 705-79-3 ]
(S)-ethyl 2-tert-butoxy-2-((R)-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methyl-6-(prop-1-en-2-yl)naphthalen-2-yl)acetate
[ No CAS ]
(S)-ethyl 2-tert-butoxy-2-((S)-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methyl-6-(prop-1-en-2-yl)naphthalen-2-yl)acetate
[ No CAS ]
26
[ 705-79-3 ]
(S)-ethyl 2-tert-butoxy-2-((R)-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-6-isopropyl-3-methylnaphthalen-2-yl)acetate
[ No CAS ]
27
[ 705-79-3 ]
[ 1354491-83-0 ]
28
[ 705-79-3 ]
[ 1354491-84-1 ]
29
[ 705-79-3 ]
[ 1354491-85-2 ]
30
[ 705-79-3 ]
(S)-ethyl 2-tert-butoxy-2-((R)-6-(difluoromethyl)-1-(2,3-dihydropyrano[4,3 ,2-de]quinolin-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetate
[ No CAS ]
(S)-ethyl 2-tert-butoxy-2-((S)-6-(difluoromethyl)-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetate
[ No CAS ]
31
[ 705-79-3 ]
[ 1354491-86-3 ]
32
[ 705-79-3 ]
(S)-ethyl 2-tert-butoxy-2-((S)-1-(2,3-dihydropyrano[4,3,2-de]qumolin-7-yl)-6-ethyl-7-fluoro-3-methyhiaphthalen-2-yl)acetate
[ No CAS ]
(S)-ethyl 2-tert-butoxy-2-((R)-1-(2,3-dihydropyrano[4,3,2-de]qumolin-7-yl)-6-ethyl-7-fluoro-3-methyhiaphthalen-2-yl)acetate
[ No CAS ]
33
[ 705-79-3 ]
[ 1354491-87-4 ]
34
[ 705-79-3 ]
(S)-ethyl 2-tert-butoxy-2-((S)-6-cyclopropyl-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetate
[ No CAS ]
(S)-ethyl 2-tert-butoxy-2-((R)-6-cyclopropyl-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetate
[ No CAS ]
35
[ 705-79-3 ]
[ 1354491-88-5 ]
36
[ 705-79-3 ]
(S)-ethyl 2-tert-butoxy-2-((S)-6-cyano-1-(2,3-dmydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetate
[ No CAS ]
(S)-ethyl 2-tert-butoxy-2-((R)-6-cyano-1-(2,3-dmydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methylnaphthalen-2-yl)acetate
[ No CAS ]
37
[ 705-79-3 ]
[ 1354491-89-6 ]
38
[ 705-79-3 ]
(S)-ethyl 2-tert-butoxy-2-((R)-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methyl-6-(methylcarbamoyl)naphthalen-2-yl)acetate
[ No CAS ]
(S)-ethyl 2-tert-butoxy-2-((S)-1-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-7-fluoro-3-methyl-6-(methylcarbamoyl)naphthalen-2-yl)acetate
[ No CAS ]
39
[ 705-79-3 ]
C11 H6 ClFN2 O
[ No CAS ]
40
[ 705-79-3 ]
C12 H8 ClFN2 O
[ No CAS ]
41
[ 705-79-3 ]
C11 H8 ClFN4
[ No CAS ]
42
[ 705-79-3 ]
[ 1428640-51-0 ]
43
[ 705-79-3 ]
[ 1428640-58-7 ]
44
[ 705-79-3 ]
[ 1428640-34-9 ]
45
[ 705-79-3 ]
[ 1428640-35-0 ]
46
[ 705-79-3 ]
2-(3-chloro-4-fluorophenyl)acetyl chloride
[ No CAS ]
47
[ 705-79-3 ]
[ 117482-84-5 ]
48
[ 705-79-3 ]
C52 H65 Cl2 N4 O18 P2 Pol
[ No CAS ]
C60 H69 Cl3 FN4 O19 P2 Pol
[ No CAS ]
49
[ 705-79-3 ]
[ 56547-82-1 ]
C18 H21 ClFN3 O
[ No CAS ]
50
[ 705-79-3 ]
[ 1134-82-3 ]
C19 H17 ClFN3 O
[ No CAS ]
51
[ 705-79-3 ]
[ 3524-36-5 ]
C16 H19 ClFN3 O
[ No CAS ]
52
[ 705-79-3 ]
[ 30154-18-8 ]
C18 H16 ClFN4 O
[ No CAS ]
53
[ 1247075-24-6 ]
[ 705-79-3 ]
C17 H19 ClFN3 O2
[ No CAS ]
54
[ 27280-97-3 ]
[ 705-79-3 ]
C16 H17 ClFN3 O3 S
[ No CAS ]
55
[ 1174850-85-1 ]
[ 705-79-3 ]
C14 H12 ClF4 N3 O
[ No CAS ]
56
[ 705-79-3 ]
C8 H13 N3
[ No CAS ]
C16 H17 ClFN3 O
[ No CAS ]
57
[ 705-79-3 ]
[ 90206-23-8 ]
C16 H19 ClFN3 O
[ No CAS ]
58
[ 705-79-3 ]
[ 3524-35-4 ]
C16 H19 ClFN3 O
[ No CAS ]
59
[ 705-79-3 ]
[ 3524-38-7 ]
C17 H21 ClFN3 O
[ No CAS ]
60
[ 705-79-3 ]
C9 H17 N3
[ No CAS ]
C17 H21 ClFN3 O
[ No CAS ]
61
[ 1346462-59-6 ]
[ 705-79-3 ]
C15 H15 ClFN3 O
[ No CAS ]
62
[ 1349709-01-8 ]
[ 705-79-3 ]
C16 H17 ClFN3 O
[ No CAS ]
63
[ 705-79-3 ]
[ 141459-53-2 ]
C16 H19 ClFN3 O
[ No CAS ]
64
[ 705-79-3 ]
[ 30241-37-3 ]
C17 H19 ClFN3 O
[ No CAS ]
65
[ 705-79-3 ]
[ 1124-16-9 ]
C15 H17 ClFN3 O
[ No CAS ]
66
[ 705-79-3 ]
C11 H19 N3
[ No CAS ]
C19 H23 ClFN3 O
[ No CAS ]
67
[ 705-79-3 ]
[ 87-66-1 ]
2-(3-chloro-4-fluorophenyl)-1-(2,3,4-trihydroxyphenyl)ethanone
[ No CAS ]
Yield Reaction Conditions Operation in experiment
65%
With boron trifluoride diethyl etherate; for 24h;Reflux;
General procedure: 1,2,3-Trihydroxyl benzene (10.0 mmol, 1260 mg) and various of substituted-phenylacetic acid (10.0 mmol) were dissolved in 25mL BF3·Et2O. The mixture was heated to reflux for 24 h and cooled to room temperature. Ethyl acetate (50 mL) was added, the organic phase was washed with NaHCO3 saturated solution (3 x 50 mL),dried over MgSO4, and concentrated. The crude products were purified by column chromatography.
68
[ 705-79-3 ]
3-(3-chloro-4-fluorophenyl)-7,8-dihydroxy-4H-chromen-4-one
[ No CAS ]
69
[ 705-79-3 ]
4-(4-(3-chloro-4-fluorophenyl)-1H-pyrazol-3-yl)benzene-1,2,3-triol
[ No CAS ]
70
[ 705-79-3 ]
ethyl 4-amino-7-fluoro-1H-indole-2-carboxylate
[ No CAS ]
ethyl 4-(2-(3-chloro-4-fluorophenyl)acetamido)-7-fluoro-1H-indole-2-carboxylate
[ No CAS ]
Yield Reaction Conditions Operation in experiment
65%
To a solution of <strong>[705-79-3]3-chloro-4-fluorophenylacetic acid</strong> (200 mg, 1.06 mmol) inDCM (6 mL) was added oxalyl chloride (404 mg, 3.18 mmol), DMF (1 drop), andstirred at room temperature for 2 h. After concentration, it was directly used for thenext step without further purification. To a solution of compound 19 (100 mg, 0.31mmol) in DCM (6 mL) was added triethylamine (0.17 mL, 1.24 mmol) and the acidchloride obtained in the previous step, and reacted at room temperature for 1 h. Theprecipitate formed was filtered and dried to give the title compound (80 mg, 65%) as awhite solid,
71
[ 67-56-1 ]
[ 705-79-3 ]
[ 1189770-43-1 ]
Yield Reaction Conditions Operation in experiment
With acetyl chloride at 20℃;
Reference:
[1]Li, Wenbo; Liu, Feng; Pan, Zhangjin; Wu, Hai-Hong; Zhang, Junliang; Zhu, Shuai
[Angewandte Chemie - International Edition, 2021, vol. 60, # 34, p. 18542 - 18546][Angew. Chem., 2021, vol. 133, # 34, p. 18690 - 18694]