[ CAS No. 88806-08-0 ] {[proInfo.proName]}

Name: 88806-08-0|1-(3-Bromopropyl)pyrrolidine hydrobromide|97%
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Quality Control of [ 88806-08-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 88806-08-0 ]

SDS Specification

Alternatived Products of [ 88806-08-0 ]

Product Details of [ 88806-08-0 ]

CAS No. :	88806-08-0	MDL No. :	MFCD07787235
Formula :	C₇H₁₅Br₂N	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZJKZPSKBJRBROE-UHFFFAOYSA-N
M.W :	273.01	Pubchem ID :	20135920
Synonyms :

Calculated chemistry of [ 88806-08-0 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	3
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	58.37
TPSA :	3.24 Å²

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) :	-5.95 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	2.84
Log Po/w (WLOGP) :	2.44
Log Po/w (MLOGP) :	2.45
Log Po/w (SILICOS-IT) :	2.25
Consensus Log Po/w :	2.0

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.12
Solubility :	0.205 mg/ml ; 0.000752 mol/l
Class :	Soluble
Log S (Ali) :	-2.57
Solubility :	0.741 mg/ml ; 0.00271 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.4
Solubility :	1.1 mg/ml ; 0.00403 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.09

Safety of [ 88806-08-0 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338-P310	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 88806-08-0 ]

* 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 [ 88806-08-0 ]
Downstream synthetic route of [ 88806-08-0 ]

[ 88806-08-0 ] Synthesis Path-Upstream 1~1

1
[ 19748-66-4 ]
[ 88806-08-0 ]

Reference： [1] Australian Journal of Chemistry, 2007, vol. 60, # 4, p. 236 - 242
[2] Patent: US2008/90799, 2008, A1, . Location in patent: Page/Page column 22

[ 88806-08-0 ] Synthesis Path-Downstream 1~8

1
N-<γ-phenoxy-propyl>-pyrrolidine [ No CAS ]
[ 88806-08-0 ]

Reference： [1]Chemische Berichte,1899,vol. 32,p. 951

2
[ 1018966-40-9 ]
[ 88806-08-0 ]
[ 1018966-22-7 ]

Yield	Reaction Conditions	Operation in experiment
		Step 2 Production of N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]-3-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]thio}pyridine-2-carboxamide Using 19 mg of 3-[(4-hydroxyphenyl)thio]-N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]pyridine-2-carboxamide obtained in Reference Example (step 3) and 13 mg of <strong>[88806-08-0]1-(3-bromopropyl)pyrrolidine hydrobromide</strong> obtained in the step 1, 4 mg of the entitled compound was obtained as a pale yellow solid in the same method as in Example 2 or in accordance with the method or by combining it with an ordinary method. 1H-NMR (CDCl3) delta: 1.79-1.84 (4.0H, m), 2.01-2.08 (2.0H, m), 2.54-2.58 (4.0H, m), 2.61 (3.0H, s), 2.66 (2.0H, t, J=7.6 Hz), 3.73 (3.0H, s), 4.08 (2.0H, t, J=6.3 Hz), 6.97-7.00 (2.0H, m), 7.05 (1.0H, d, J=8.8 Hz), 7.12 (1.0H, d, J=8.8 Hz), 7.42-7.46 (2.0H, m), 8.40 (1.0H, s). ESI-MS (m/e):569[M+H]+.

Reference： [1]Patent: US2008/90799,2008,A1 .Location in patent: Page/Page column 22

3
[ 88806-08-0 ]
[ 108-59-8 ]
[ 911049-65-5 ]

Reference： [1]Australian Journal of Chemistry,2007,vol. 60,p. 236 - 242

4
[ 19748-66-4 ]
[ 88806-08-0 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen bromide; In acetic acid; at 100℃;	Step 1 Production of 1-(3-bromopropyl)pyrrolidine hydrobromide 1.833 g of 3-pyrrolidin-1-ylpropan-1-ol was dissolved in 8.4 ml of 5.1 M hydrogen bromide/acetic acid solution, and stirred overnight at 100° C. The solvent was evaporated away, the resulting residue was suspended in ethyl acetate, and the formed solid was taken out through filtration, washed with ethyl acetate and dried under reduced pressure. The above process was repeated three times to obtain 2.92 g of the entitled compound as a white solid.

Reference： [1]Australian Journal of Chemistry,2007,vol. 60,p. 236 - 242
[2]Patent: US2008/90799,2008,A1 .Location in patent: Page/Page column 22

5
[ 88806-08-0 ]
dimethyl hexahydroindolizine-8,8-dicarboxylate [ No CAS ]

Reference： [1]Australian Journal of Chemistry,2007,vol. 60,p. 236 - 242

6
[ 870997-92-5 ]
[ 88806-08-0 ]
3-methyl-2-[2-methyl-4-(3-pyrrolidin-1-ylpropoxy)phenyl]-4(3H)-quinazolinone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate; In N,N-dimethyl-formamide; at 80℃; for 3.0h;	(2) Production of 3-methyl-2-[2-methyl-4-(3-pyrrolidin-1-ylpropoxy)phenyl]-4(3H)-quinazolinone: 2-(4-Hydroxy-2-methylphenyl)-3-methyl-4(3H)-quinazolinone (100 mg, 0.376 mmol), 1-(3-bromopropyl)piperidinium bromide (123 mg, 0.451 mmol) and potassium carbonate (208 mg, 1.50 mmol) were mixed in DMF (2 ml), and stirred at 80C for 3 hours. The reaction solution was diluted with ethyl acetate, washed with aqueous 1 N sodium hydroxide solution and saturated saline in that order, and the organic layer was dried with magnesium sulfate. The solvent was evaporated off, and the residue was purified through silica gel column chromatography (chloroform/methanol = 5/1) to obtain the intended compound (88 mg, 62 mg) as a pale yellow solid (m.p. 89.0-94.0C). 1H-NMR (400 MHz, CDCl3) delta: 1.84-1.80 (4H, m), 2.01-2.08 (2H, m), 2.22 (3H, s), 2.55-2.59 (4H, m), 2.67 (2H, t, J=7.4 Hz), 3.36 (3H, s), 4.08 (2H, t, J=6.5 Hz), 6.84-6.87 (2H, m), 7.22-7.25 (1H, m), 7.51 (1H, ddd, J=2.0, 6.3, 7.8 Hz), 7.73-7.79 (2H, m), 8.34 (1H, dd, J=8.6, 0.8 Hz)

Reference： [1]Patent: EP1757594,2007,A1 .Location in patent: Page/Page column 66

7
[ 1189572-67-5 ]
[ 88806-08-0 ]
[ 1189572-62-0 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2009,vol. 19,p. 5186 - 5190

8
[ 1625675-73-1 ]
[ 88806-08-0 ]
[ 1625669-60-4 ]

Yield	Reaction Conditions	Operation in experiment
15 mg	With lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 20℃;	Example 23 4-(1-(3-(Trifluoromethyl)phenyl)-2,5-dioxo-3-(3-(pyrrolidin-1-yl)propyl)-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)benzonitrile In a first flask, lithium diisopropylamide (2.0 M in tetrahydrofuran, 135 muL, 0.27 mmol) is added at 0 C. to a solution of 4-(2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)-benzonitrile (example 1, 100 mg, 0.243 mmol) in N,N-dimethyl-formamide (3 mL, solution A). In another flask, lithium diisopropylamide (2.0 M in tetrahydrofuran, 135 muL, 0.27 mmol) is added to a solution of <strong>[88806-08-0]1-(3-bromopropyl)pyrrolidine hydrobromide</strong> (70 mg, 0.256 mmol) in N,N-dimethylformamide (2 mL, solution B). This solution is then added to solution A and the resulting mixture is stirred at room temperature over night. Water is added, and the mixture is extracted twice with dichloromethane. The combined organic layers are dried over Na2SO4 and concentrated under reduced pressure. The residue is purified by reversed phase HPLC (Waters Xbridge-C18, gradient of methanol in water, 0.1% TFA). Yield: 15 mg; ESI mass spectrum [M+H]+=523; Retention time HPLC: 1.15 min (V001-006).
15 mg	With lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 20℃;	In a first flask, lithium diisopropylamide (2.0 M in tetrahydrofuran, 135 mu, 0.27 mmol) is added at 0 C to a solution of 4-(2,5-dioxo-l-(3-(trifluoromethyl)phenyl)-l ,2,3,4,5,6,7,8- octahydroquinazolin-4-yl)-benzonitrile (example 1 , 100 mg, 0.243 mmol) in N,N-dimethyl- formamide (3 mL, solution A). In another flask, lithium diisopropylamide (2.0 M in tetrahydrofuran, 135 mu, 0.27 mmol) is added to a solution of l-(3-bromopropyl)pyrrolidine hydrobromide (70 mg, 0.256 mmol) in N,N-dimethylformamide (2 mL, solution B). This solution is then added to solution A and the resulting mixture is stirred at room temperature over night. Water is added, and the mixture is extracted twice with dichloromethane. The combined organic layers are dried over Na2S04 and concentrated under reduced pressure. The residue is purified by reversed phase HPLC (Waters Xbridge-Cis, gradient of methanol in water, 0.1% TFA). Yield: 15 mg; ESI mass spectrum [M+H]+ = 523; Retention time HPLC: 1.15 min (V001 006).

Reference： [1]Patent: US2014/249129,2014,A1 .Location in patent: Paragraph 0541-0542
[2]Patent: WO2014/135414,2014,A1 .Location in patent: Page/Page column 126

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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.
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
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H316	Causes mild skin irritation
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Code	Phrase
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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. 88806-08-0 ] {[proInfo.proName]}

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Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

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Application In Synthesis of [ 88806-08-0 ]

[ 88806-08-0 ] Synthesis Path-Upstream 1~1

[ 88806-08-0 ] Synthesis Path-Downstream 1~8

Related Functional Groups of [ 88806-08-0 ]

Bromides

Related Parent Nucleus of [ 88806-08-0 ]

Aliphatic Heterocycles

Pyrrolidines

Precautionary Statements-General

Prevention

Response

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Related Functional Groups of
[ 88806-08-0 ]

Related Parent Nucleus of
[ 88806-08-0 ]