[ CAS No. 4885-18-1 ] {[proInfo.proName]}

Name: 4885-18-1|1-(3-Bromophenyl)-N,N-dimethylmethanamine|97%
Brand: Ambeed
SKU: A107104
Price: 11.0 USD
Availability: InStock
Rating: 98 (40 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 4885-18-1 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 4885-18-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 4885-18-1 ]

SDS Specification

Alternatived Products of [ 4885-18-1 ]

Product Details of [ 4885-18-1 ]

CAS No. :	4885-18-1	MDL No. :	MFCD04117937
Formula :	C₉H₁₂BrN	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	NENUHAOLAJUKLM-UHFFFAOYSA-N
M.W :	214.10	Pubchem ID :	4341665
Synonyms :

Calculated chemistry of [ 4885-18-1 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.33
Num. rotatable bonds :	2
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	51.62
TPSA :	3.24 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-9.59 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.63
Log Po/w (XLOGP3) :	-2.8
Log Po/w (WLOGP) :	2.36
Log Po/w (MLOGP) :	2.91
Log Po/w (SILICOS-IT) :	2.4
Consensus Log Po/w :	1.5

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	0.32
Solubility :	452.0 mg/ml ; 2.11 mol/l
Class :	Highly soluble
Log S (Ali) :	3.29
Solubility :	414000.0 mg/ml ; 1930.0 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	-3.77
Solubility :	0.0362 mg/ml ; 0.000169 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.32

Safety of [ 4885-18-1 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 4885-18-1 ]

* 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 [ 4885-18-1 ]
Downstream synthetic route of [ 4885-18-1 ]

[ 4885-18-1 ] Synthesis Path-Upstream 1~9

1
[ 71323-99-4 ]
[ 823-78-9 ]
[ 4885-18-1 ]

Reference： [1] Journal of the Chemical Society, 1929, p. 446

2
[ 823-78-9 ]
[ 4885-18-1 ]

Yield	Reaction Conditions	Operation in experiment
80%	With dimethyl amine In benzene	(i) Dimethylamine (51.4 g, 1.14 mol) was reacted with 3-bromobenzyl bromide (95 g, 0.38 mol) in benzene at 5° and the mixtue was acidified with hydrochloric acid and the mixture was extracted with aqueous 3N hydrochloric acid. The aqueous extracts were made alkaline with aqueous potassium hydroxide and the oil which separated out was distilled to give 3-bromo-N,N-dimethylbenzylamine (65 g, 80percent) b.p. 118°/20 mmHg.

Reference： [1] Patent: US4496567, 1985, A,

3
[ 823-78-9 ]
[ 124-40-3 ]
[ 4885-18-1 ]

Reference： [1] Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 1325 - 1330
[2] Journal of the Chemical Society, 1930, p. 2107,2112
[3] Archiv der Pharmazie, 1962, vol. 295 /67, p. 690 - 697
[4] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 15, p. 3993 - 3997
[5] Journal of the American Chemical Society, 2015, vol. 137, # 18, p. 5887 - 5890

4
[ 3132-99-8 ]
[ 506-59-2 ]
[ 4885-18-1 ]

Reference： [1] Journal of Medicinal Chemistry, 2015, vol. 58, # 3, p. 1320 - 1336

5
[ 24167-51-9 ]
[ 4885-18-1 ]

Reference： [1] Chemistry Letters, 1994, # 6, p. 1057 - 1060

6
[ 1711-09-7 ]
[ 4885-18-1 ]

Reference： [1] Chemistry Letters, 1994, # 6, p. 1057 - 1060

7
[ 100-97-0 ]
[ 823-78-9 ]
[ 4885-18-1 ]

Reference： [1] Journal of the Chemical Society, 1930, p. 2107,2112

8
[ 50339-64-5 ]
[ 108-36-1 ]
[ 4885-18-1 ]

Reference： [1] Journal of Organic Chemistry, 1961, vol. 26, p. 2310 - 2316

9
[ 71323-99-4 ]
[ 823-78-9 ]
[ 4885-18-1 ]

Reference： [1] Journal of the Chemical Society, 1929, p. 446

[ 4885-18-1 ] Synthesis Path-Downstream 1~51

1
[ 100-97-0 ]
[ 823-78-9 ]
[ 4885-18-1 ]

Reference： [1]Journal of the Chemical Society,1930,p. 2107,2112

2
[ 71323-99-4 ]
[ 823-78-9 ]
[ 4885-18-1 ]

Reference： [1]Journal of the Chemical Society,1929,p. 446

3
[ 823-78-9 ]
[ 124-40-3 ]
[ 4885-18-1 ]

Reference： [1]Journal of Heterocyclic Chemistry,1989,vol. 26,p. 1325 - 1330
[2]Journal of the Chemical Society,1930,p. 2107,2112
[3]Archiv der Pharmazie,1962,vol. 295 /67,p. 690 - 697
[4]Bioorganic and Medicinal Chemistry Letters,2006,vol. 16,p. 3993 - 3997
[5]Journal of the American Chemical Society,2015,vol. 137,p. 5887 - 5890

4
[ 4885-18-1 ]
[ 70-11-1 ]
(3-bromo-benzyl)-dimethyl-phenacyl-ammonium; bromide [ No CAS ]

Reference： [1]Journal of the Chemical Society,1930,p. 2107,2112

5
[ 50339-64-5 ]
[ 108-36-1 ]
[ 4885-18-1 ]

Reference： [1]Journal of Organic Chemistry,1961,vol. 26,p. 2310 - 2316

6
[ 73150-09-1 ]
[ 4885-18-1 ]
[ 126631-39-8 ]

Reference： [1]Journal of Heterocyclic Chemistry,1989,vol. 26,p. 1325 - 1330

7
[ 4885-18-1 ]
[ 69383-99-9 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1990,vol. 55,p. 282 - 295

8
[ 4885-18-1 ]
[ 1531-77-7 ]
[ 126631-31-0 ]

Reference： [1]Journal of Heterocyclic Chemistry,1989,vol. 26,p. 1325 - 1330

9
[ 24167-51-9 ]
[ 4885-18-1 ]

Reference： [1]Chemistry Letters,1994,p. 1057 - 1060

10
[ 4885-18-1 ]
[ 1079-66-9 ]
[ 153523-19-4 ]

Reference： [1]Chemistry Letters,1994,p. 1057 - 1060

13
4-(2,4-dichloro-5-methoxy-phenylamino)-6-methoxy-7-trimethylsilanylethynyl-quinoline-3-carbonitrile [ No CAS ]
[ 4885-18-1 ]
4-(2,4-dichloro-5-methoxy-phenylamino)-7-(3-dimethylaminomethyl-phenylethynyl)-6-methoxy-quinoline-3-carbonitrile [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2006,vol. 16,p. 3993 - 3997

14
[ 1711-09-7 ]
[ 4885-18-1 ]

Reference： [1]Chemistry Letters,1994,p. 1057 - 1060

15
[ 585-76-2 ]
(C₆H₅)4BNa [ No CAS ]
[ 4885-18-1 ]

Reference： [1]Chemistry Letters,1994,p. 1057 - 1060

16
[ 4885-18-1 ]
[ 80708-77-6 ]

Reference： [1]Journal of Heterocyclic Chemistry,1989,vol. 26,p. 1325 - 1330

17
[ 4885-18-1 ]
[ 128457-54-5 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1990,vol. 55,p. 282 - 295

18
[ 4885-18-1 ]
[ 128457-44-3 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1990,vol. 55,p. 282 - 295

19
[ 4885-18-1 ]
[ 140-88-5 ]
[ 869846-80-0 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; tris-(o-tolyl)phosphine;palladium diacetate; for 8h;Heating / reflux;	A mixture of <strong>[4885-18-1](3-bromo-benzyl)-dimethyl-amine</strong> (1.10 g; 5.14 mmol), ethyl acrylate (0.8 ml; 7.70 mmol), tri-o-tolyl-phosphane (156 mg; 0.53 mmol), Pd(OAc)2 (40 mg; 0.16 mmol) and NEt3 (1.4 ml; 10.0 mmol) is heated under reflux for 8 h. The reaction mixture is evaporated and the residue is subjected to flash chromatography on silica gel eluting with CH2Cl2/MeOH (95:5) to give the compound (800 mg; 3.43 mmol).

Reference： [1]Patent: EP1598353,2005,A1 .Location in patent: Page/Page column 37-38

20
[ 823-78-9 ]
[ 4885-18-1 ]

Yield	Reaction Conditions	Operation in experiment
80%	With dimethyl amine; In benzene;	(i) Dimethylamine (51.4 g, 1.14 mol) was reacted with 3-bromobenzyl bromide (95 g, 0.38 mol) in benzene at 5 and the mixtue was acidified with hydrochloric acid and the mixture was extracted with aqueous 3N hydrochloric acid. The aqueous extracts were made alkaline with aqueous potassium hydroxide and the oil which separated out was distilled to give 3-bromo-N,N-dimethylbenzylamine (65 g, 80%) b.p. 118/20 mmHg.

Reference： [1]Patent: US4496567,1985,A

21
[ 4885-18-1 ]
[ 69383-72-8 ]

Yield	Reaction Conditions	Operation in experiment
78%	With magnesium; paraformaldehyde; In tetrahydrofuran; argon;	(ii) 3-Bromo-N,N-dimethylbenzylamine (21.4 g) was reacted with magnesium turnings (2.4 g) in dry tetrahydrofuran (75 ml). The mixture was cooled to 0 and gaseous formaldehyde (generated by heating 15 g paraformaldehyde in a stream of argon) was passed over the stirred solution. Tetrahydrofuran (25 ml) was added and the mixture was stirred at room temperature for 2.5 hours and acidified to pH 1. The mixture was extracted with aqueous 3N hydrochloric acid, and the aqueous extracts were made alkaline with aqueous sodium hydroxide and extracted with ether. The ether extracts were evaporated to give 3-(dimethylaminomethyl)benzyl alcohol (14.78 g, 78%).

Reference： [1]Patent: US4496567,1985,A

22
[ 4885-18-1 ]
[ 1134206-43-1 ]

Yield	Reaction Conditions	Operation in experiment
66%		Dimethylamine 49 (1.31 g, 6.13 mmol) was dissolved in anhydrous THF (15 ml) under Ar(g) in a flame-dried round-bottomed flask equipped with a reflux condenser. To facilitate generation of the Grignard reagent, a catalytic amount of 12 was added to the solution. Crushed magnesium turnings (223 mg, 9.2 mmol) were then added to this solution, and the resulting solution was heated at reflux for 2 hr to generate the Grignard reagent. In a separate flamed-dried flask, diethyl phosphite (237 mul, 1.84 mmol) was dissolved in anhydrous THF (1.0 ml), and cooled to 0 C. with an ice bath. The solution of Grignard reagent was added dropwise to this solution, and the resulting solution was allowed to warm to room temperature and stirred overnight. The reaction mixture was then quenched with water (1 ml), and the solvent was removed under reduced pressure. The residue was dissolved in CH2Cl2, and the resulting solution was washed with water and brine. The combined organic extracts were dried over anhydrous MgSO4(s) and filtered, and the solvent was removed under reduced pressure. The residue was purified by flash chromatography (silica gel, 20% v/v MeOH in CH2Cl2) to give phosphine oxide 50 as a colorless oil in 66% yield. 1H NMR (CDCl3, 400 MHz) delta 8.06 (d, J=1.2 Hz, 1H), 7.69 (s, 1H), 7.66 (s, 1H), 7.58 (t, J=7.5 Hz, 2H), 7.54 (dd, J=8.9, 1.2 Hz 2H), 7.45 (dd, J=7.6, 3.1 Hz 2H), 3.45 (s, 4H), 2.22 (s, 12H) ppm; 13C NMR (CDCl3, 100.6 MHz) delta 140.22 (d, J=10.7 Hz), 133.45, 132.15, 131.31 (d, J=12.2 Hz), 129.67 (d, J=11.2 Hz), 129.14 (d, J=12.2 Hz), 64.06, 45.58 ppm; 31P NMR (CDCl3, 161 MHz) delta 22.02 ppm; MS (ESI) m/z 288.0393 (MH+[C18H25N2OPH+]=288.0383).

Reference： [1]Bioorganic and Medicinal Chemistry,2009,vol. 17,p. 1055 - 1063
[2]Patent: US8410247,2013,B2 .Location in patent: Page/Page column 39; 43; 44

23
(1R*,2S*)-5'-methoxy-2-(3-vinyl-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one [ No CAS ]
[ 4885-18-1 ]
(1R*,2S*)-2-((E)-3-(3-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)-5'-methoxyspiro[cyclopropane-1,3'-indolin]-2'-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine;palladium diacetate; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; at 125℃; for 0.5h;Microwave irradiation; Inert atmosphere;	Example A135. (l R.2S)-2-(3-(3-((dimethylamino)methvnstyrvn-lH-indazol-6-yl)-5'- methoxyspiro[cyclopropane-l,3'-indolinl-2'-one 2,2,2-trifluoroacetate To a mixture of crude (l R,2S)-5'-methoxy-2-(3-vinyl-lH-indazol-6- yl)spiro[cyclopropane-l ,3'-indolin]-2'-one (100 mg, 0.2 mmol), l-(3-bromophenyl)-N,N- dimethylmethanamine (43 mg, 0.2 mmol), Pd(OAc)2 (2.2 mg, 0.01 mmol) and P(o-tol)3 (6.7 mg, 0.022 mmol) in DMF (2 mL) was added 1Pr2NEt (0.07 mL, 0.4 mmol). The resulting mixture was purged with argon, then microwaved 30 min at 125 0C. It was passed through a micro filter then purified by prep-HPLC to give the title compound as a light yellow solid. NMR indicated 7% branched isomer (43 mg, 37%). Spectral data was identical to that in obtained in Example A 134.

Reference： [1]Patent: WO2010/115279,2010,A1 .Location in patent: Page/Page column 243-244

24
(1R*,2S*)-2-(3-vinyl-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one [ No CAS ]
[ 4885-18-1 ]
(1R*,2S*)-(E)-2-(3-(3-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine;palladium diacetate; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; at 125℃; for 2h;Microwave irradiation; Inert atmosphere;	Example A162. (lR.2S)-(E)-2-(3-(3-((dimethylamino)methyl)styryl)-lH-indazol-6-yl) spiro[cvclopropane-l,3'-indolin]-2'-one 2,2,2-trifluoroacetateTo a mixture of (l R,2S)-2-(3-vinyl-l H-indazol-6-yl)spiro[cyclopropane-l ,3'- indolin]-2'-one (60.2 mg, 0.2 mmol) and l -(3-bromophenyl)-N,N-dimethylmethanamine (42.8 mg, 0.2 mmol) in DMF (2 mL) was added 'Pr2NEt (0.07 mL), followed by Pd(OAc)2 (2.2 mg, 0.01 mmol) and P(o-tol)3 (6.7 mg, 0.022 mmol). The resulting mixture was purged with argon, and then microwaved 2 h at 125 0C. Purification by prep-HPLC gave the title compound (24 mg, 22%, TFA salt) as a white solid. NMR indicated 5% of the branched isomer. 1H NMR (400 MHz, CD3OD) delta 7.99 (d, J = 8.4 Hz, I H), 7.78-7.75 (m, 2H), 7.55-7.49 (m, 3H), 7.47 (s, I H), 7.41 (d, J = 7.6 Hz, I H), 7.08-7.00 (m, 2H), 6.94 (d, J = 7.6 Hz, IH), 6.57 (t, J = 7.4 Hz, IH), 5.98 (d, J = 8.4 Hz, IH), 4.36 (s, 2H), 3.35 (t, J = 8.4 Hz, I H, partially overlapping with MeOH residue), 2.90 (s, 6H), 2.23 (dd, J = 8.0 Hz, J = 4.8 Hz, IH), 2.08 (dd, J = 9.2 Hz, J = 4.8 Hz, IH); MS ESI 435.2 [M + H]+, calcd for [C28H26N4O + H]+ 435.2.
	With N-ethyl-N,N-diisopropylamine;palladium diacetate; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; at 125℃; for 2h;Microwave irradiation; Inert atmosphere;	Example A 162. Pi R.2Si\|, -(E)-2-(3-(3-((dimethylaminolmethvnstyrvn-l H-indazol-6-yl) spirolcyclopropane- 1 ,3'-indolin1-2'-one 2,2,2-trifluoroacetate[00281] To a mixture of (lR,2S*)-2-(3-vinyl-l H-indazol-6-yl)spiro[cyclopropane-l,3 - indolin]-2'-one (60.2 mg, 0.2 mmol) and l-(3-bromophenyl)-N,N-dimethylmethanamine (42.8 mg, 0.2 mmol) in DMF (2 mL) was added 'Pr2NEt (0.07 mL), followed by Pd(OAc)2 (2.2 mg, 0.01 mmol) and P(o-tol)3 (6.7 mg, 0.022 mmol). The resulting mixture was purged with argon, and then microwaved 2 h at 125 C. Purification by prep-HPLC gave the title compound (24 mg, 22%, TFA salt) as a white solid. NMR indicated 5% of the branched isomer. NMR (400 MHz, CD3OD) delta 7.99 (d, J = 8.4 Hz, 1H), 7.78-7.75 (m, 2H), 7.55- 7.49 (m, 3H), 7.47 (s, 1H), 7.41 (d, J = 7.6 Hz, 1H), 7.08-7.00 (m, 2H), 6.94 (d, J = 7.6 Hz, 1 H), 6.57 (t, J = 7.4 Hz, 1H), 5.98 (d, J = 8.4 Hz, 1H), 4.36 (s, 2H), 3.35 (t, J = 8.4 Hz, 1H, partially overlapping with MeOH residue), 2.90 (s, 6H), 2.23 (dd, J = 8.0 Hz, J = 4.8 Hz, 1 H), 2.08 (dd, J = 9.2 Hz, J = 4.8 Hz, 1H); MS ESI 435.2 [M + H]+, calcd for + H]+ 435.2.

Reference： [1]Patent: WO2010/115279,2010,A1 .Location in patent: Page/Page column 260-261
[2]Patent: WO2011/123946,2011,A1 .Location in patent: Page/Page column 118-119

25
(1R*,2S*)-5'-methoxy-2-(3-vinyl-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one [ No CAS ]
[ 4885-18-1 ]
(1R*,2S*)-2-(3-(3-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)-5'-methoxyspiro[cyclopropane-1,3'-indolin]-2'-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine;palladium diacetate; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; at 125℃; for 0.5h;Microwave irradiation; Inert atmosphere;	Example A 135. ( 1 R.2S -2-r3-(3-((dimethylamino)methvnstyryl)- 1 H-indazol-6-ylVS'- methoxyspirorcvclopropane- 1.3'-indolinl-2'-one 2,2,2-trifluoroacetate [00275] To a mixture of crude (lR,2S)-5'-methoxy-2-(3-vinyl-lH-indazol-6- yl)spiro[cyclopropane-l ,3'-indolin]-2'-one (100 mg, 0.2 mmol), l-(3-bromophenyl)-N,N- dimethylmethanamine (43 mg, 0.2 mmol), Pd(OAc)2 (2.2 mg, 0.01 mmol) and P(o-tol)3 (6.7 mg, 0.022 mmol) in DMF (2 mL) was added jPr2NEt (0.07 mL, 0.4 mmol). The resulting mixture was purged with argon, then microwaved 30 min at 125 C. It was passed through a microfilter then purified by prep-HPLC to give the title compound as a light yellow solid. NMR indicated 7% branched isomer (43 mg, 37%). Spectral data was identical to that in obtained in Example A 134.

Reference： [1]Patent: WO2011/123946,2011,A1 .Location in patent: Page/Page column 114-115

26
(1R*,2S*)-2-(3-vinyl-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one [ No CAS ]
[ 4885-18-1 ]
(1R*,2S*)-(E)-2-(3-(3-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate [ No CAS ]

Reference： [1]Patent: WO2011/123946,2011,A1

27
(1R*,2S*)-5'-methoxy-2-(3-vinyl-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one [ No CAS ]
[ 4885-18-1 ]
(1R*,2S*)-2-(3-(3-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)-5'-methoxyspiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate [ No CAS ]

Reference： [1]Patent: WO2011/123946,2011,A1

28
[ 4885-18-1 ]
[ 3132-99-8 ]

Yield	Reaction Conditions	Operation in experiment
90%	With Selectfluor; In acetonitrile; at 20℃; for 0.333333h;	General procedure: To a suspension of 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane ditetrafluoroborate (1, 0.975 mmol) in MeCN(3 mL) the amine (2, 0.75 mmol) dissolved in MeCN (3 mL) was added dropwise at r.t. The reaction was stirred at r.t. for another20 min. The solvent was evaporated, and the obtained residuewas purified via flash column chromatography using silica gel as stationary phase.

Reference： [1]Synlett,2016,vol. 27,p. 1870 - 1872
[2]Synlett,2012,vol. 23,p. 1497 - 1500

29
[ 4885-18-1 ]
[ 1401317-92-7 ]

Reference： [1]Tetrahedron,2012,vol. 68,p. 8916 - 8923

30
[ 4885-18-1 ]
[ 1401317-94-9 ]

Reference： [1]Tetrahedron,2012,vol. 68,p. 8916 - 8923

31
[ 1066-35-9 ]
[ 4885-18-1 ]
C₁₁H₁₉NSi [ No CAS ]

Reference： [1]Tetrahedron,2012,vol. 68,p. 8916 - 8923

32
[ 4885-18-1 ]
[ 1134206-46-4 ]

Reference： [1]Patent: US8410247,2013,B2

33
[ 4885-18-1 ]
[ 1134206-49-7 ]

Reference： [1]Patent: US8410247,2013,B2

34
[ 4885-18-1 ]
[ 1134206-52-2 ]

Reference： [1]Patent: US8410247,2013,B2

35
[ 4885-18-1 ]
HSCH₂P(C₆H₄-m-CH₂NMe₂)2*2HCl [ No CAS ]

Reference： [1]Patent: US8410247,2013,B2

36
[ 863724-60-1 ]
[ 4885-18-1 ]
2-[5-{3-[(dimethylamino)methyl]phenyl}-2-oxo-1,3-benzoxazol-3(2H)-yl]-N-methyl-N-phenylacetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 1,4-dioxane; water; at 20℃; for 2h;Reflux; Inert atmosphere;	General procedure: Pd(PPh3)4 (3 mol%) was added to a suspension of the appropriate benzoxazole 7 and (het)aryl bromide (1 equiv) in 1 M aq K2CO3 (3equiv) and 1,4-dioxane (0.15 M) at r.t. The mixture was stirred at reflux for 2 h then cooled to r.t. H2O was added, and the mixture was extracted with EtOAc. The organic layers were combined, washed with brine, dried (NaSO4), filtered, and concentrated in vacuo. The residue was purified by column chromatography (silica gel,hexane-EtOAc or CHCl3-MeOH).

Reference： [1]Synthesis,2013,vol. 45,p. 3269 - 3275

37
[ 4885-18-1 ]
C₃₀H₂₃BrClF₉NPPt [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2015,vol. 58,p. 1320 - 1336
[2]Journal of Medicinal Chemistry,2015,vol. 58,p. 1320 - 1336

38
[ 30729-25-0 ]
[ 4885-18-1 ]
C₁₁H₁₇BrClNOPtS [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2015,vol. 58,p. 1320 - 1336

39
potassium tetrachloroplatinate [ No CAS ]
[ 4885-18-1 ]
C₁₈H₂₂Br₂Cl₂N₂Pt₂ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2015,vol. 58,p. 1320 - 1336

40
[ 3132-99-8 ]
[ 506-59-2 ]
[ 4885-18-1 ]

Reference： [1]Journal of Medicinal Chemistry,2015,vol. 58,p. 1320 - 1336

41
[ 610-97-9 ]
[ 4885-18-1 ]
C₁₇H₁₈BrNO₂ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2015,vol. 137,p. 5887 - 5890

42
[ 4885-18-1 ]
[ 75927-49-0 ]
[ 1247001-40-6 ]

Yield	Reaction Conditions	Operation in experiment
	With bis(tri-t-butylphosphine)palladium(0); N-ethyl-N,N-diisopropylamine; In toluene; for 3h;Inert atmosphere; Heating;	General procedure: Bromoaryl derivatives (5mmol, 1.0 equiv), pinacol vinylboronate (6mmol, 1.2 equiv) and DIEA (20mmol, 2.0 equiv) were dissolved in toluene (10mL), then air was immediately replaced 5 times with nitrogen after the addition of bis(tri-tert-butylphosphine)palladium(0). The reaction mixture stirred at 95 for 3 h. Upon completion of the reaction as determined by TLC, the solvent was removed under reduced pressure. the residue was dissolved in dichloromethane and filtered by diatomite. The filtrate was washed twice with water and concentrated under reduced pressure. The crude compound was purified by column chromatography eluting with ethyl acetate: hexane to afford the desired compound 8 as a liquid. Yield: 60%.

Reference： [1]New Journal of Chemistry,2017,vol. 41,p. 3172 - 3176
[2]Bioorganic and medicinal chemistry letters,2020

43
[ 136918-14-4 ]
[ 4885-18-1 ]
2-(((3-bromobenzyl)(methyl)amino)methyl)isoindoline-1,3-dione [ No CAS ]

Reference： [1]Organic Letters,2019,vol. 21,p. 156 - 159

44
[ 124-40-3 ]
1-bromo-3-(halomethyl)benzene [ No CAS ]
[ 4885-18-1 ]

Reference： [1]Organic Letters,2019,vol. 21,p. 156 - 159

45
[ 4885-18-1 ]
(E)-5-(3-((dimethylamino)methyl)styryl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methyl-N-((4-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl)methyl)benzamide [ No CAS ]

Reference： [1]Bioorganic and medicinal chemistry letters,2020

46
[ 4885-18-1 ]
(E)-5-(3-((dimethylamino)methyl)styryl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methyl-N-((1-methyl-3-oxo-2,3,5,6,7,8-hexahydroisoquinolin-4-yl)methyl)benzamide [ No CAS ]

Reference： [1]Bioorganic and medicinal chemistry letters,2020

47
[ 3132-99-8 ]
[ 100-97-0 ]
[ 4885-18-1 ]

Reference： [1]Chinese Journal of Chemistry,2020

48
[ 4885-18-1 ]
3-cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6,7,8-tetrahydroisoquinoline [ No CAS ]
C₂₁H₂₆N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
32%	With potassium phosphate; chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)[2-(2-aminoethylphenyl)]palladium(II) methyl-t-butyl ether In tetrahydrofuran at 80℃; for 16h; Inert atmosphere;

Reference： [1]Mora-Radó, Helena; Czechtizky, Werngard; Méndez, María; Harrity, Joseph P. A. [ChemMedChem, 2021, vol. 16, # 2, p. 328 - 334]

49
[ 4885-18-1 ]
3-isopropenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline [ No CAS ]
C₂₁H₂₂N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium phosphate; chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)[2-(2-aminoethylphenyl)]palladium(II) methyl-t-butyl ether In tetrahydrofuran at 80℃; for 16h; Inert atmosphere;

Reference： [1]Mora-Radó, Helena; Czechtizky, Werngard; Méndez, María; Harrity, Joseph P. A. [ChemMedChem, 2021, vol. 16, # 2, p. 328 - 334]

50
[ 4885-18-1 ]
1,2-bis(3-bromobenzyl)diselane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: diethyl ether / Inert atmosphere; Sealed tube; Cooling 2: selenium; caesium carbonate / acetonitrile / 16 h / 80 °C / Inert atmosphere; Sealed tube

Reference： [1]Chen, Feng; Li, Fuhai; Zeng, Qingle [European Journal of Organic Chemistry, 2021, vol. 2021, # 41, p. 5605 - 5608]

51
[ 4885-18-1 ]
[ 333-27-7 ]
C₁₀H₁₅BrN⁽¹⁺⁾*CF₃O₃S^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In diethyl ether Inert atmosphere; Sealed tube; Cooling;

Reference： [1]Chen, Feng; Li, Fuhai; Zeng, Qingle [European Journal of Organic Chemistry, 2021, vol. 2021, # 41, p. 5605 - 5608]

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 4885-18-1 ]

Aryls

[ 67344-77-8 ]

1-(3-Bromophenyl)-N-methylmethanamine

Similarity: 0.95

[ 699-03-6 ]

1-(4-Bromophenyl)-N-methylmethanamine

Similarity: 0.92

[ 874-73-7 ]

N-Methyl-4-bromobenzylamine Hydrochloride

Similarity: 0.90

[ 10269-01-9 ]

(3-Bromophenyl)methanamine

Similarity: 0.87

[ 698-19-1 ]

1-(2-Bromophenyl)-N-methylmethanamine

Similarity: 0.86

Bromides

[ 67344-77-8 ]

1-(3-Bromophenyl)-N-methylmethanamine

Similarity: 0.95

[ 699-03-6 ]

1-(4-Bromophenyl)-N-methylmethanamine

Similarity: 0.92

[ 874-73-7 ]

N-Methyl-4-bromobenzylamine Hydrochloride

Similarity: 0.90

[ 919346-89-7 ]

5-Bromoisoindoline hydrochloride

Similarity: 0.88

[ 10269-01-9 ]

(3-Bromophenyl)methanamine

Similarity: 0.87

Amines

[ 67344-77-8 ]

1-(3-Bromophenyl)-N-methylmethanamine

Similarity: 0.95

[ 699-03-6 ]

1-(4-Bromophenyl)-N-methylmethanamine

Similarity: 0.92

[ 874-73-7 ]

N-Methyl-4-bromobenzylamine Hydrochloride

Similarity: 0.90

[ 10269-01-9 ]

(3-Bromophenyl)methanamine

Similarity: 0.87

[ 698-19-1 ]

1-(2-Bromophenyl)-N-methylmethanamine

Similarity: 0.86

Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 4885-18-1 ] {[proInfo.proName]}

Quality Control of [ 4885-18-1 ]

Related Doc. of [ 4885-18-1 ]

Product Details of [ 4885-18-1 ]

Calculated chemistry of [ 4885-18-1 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 4885-18-1 ]

Application In Synthesis of [ 4885-18-1 ]

[ 4885-18-1 ] Synthesis Path-Upstream 1~9

[ 4885-18-1 ] Synthesis Path-Downstream 1~51

Related Functional Groups of [ 4885-18-1 ]

Aryls

Bromides

Amines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 4885-18-1 ]