3-(2-bromoacetyl)-10,11-dihydro-5H-Benzo[d]naphtho[2,3-b]pyran-8(9H)-one

Product Name: 3-(2-bromoacetyl)-10,11-dihydro-5H-Benzo[d]naphtho[2,3-b]pyran-8(9H)-one
CAS No.: 1378390-29-4
Chemical Name: 3-(2-bromoacetyl)-10,11-dihydro-5H-Benzo[d]naphtho[2,3-b]pyran-8(9H)-one
Synonyms: Velpatasvir Intermediate 7;3-(2-bromoacetyl)-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)...;3-(2-Bromoacetyl)-10,11-dihydro-5h-dibenzo[c,g]chromen-8(9h)-on;3-(2-Bromo-acetyl)-10,11-dihydro-5H,9H-6-oxa-benzo[a]anthracen-8-one;3-(2-bromoacetyl)-10,11-dihydro-5H-Benzo[d]naphtho[2,3-b]pyran-8(9H)-one;5H-Benzo[d]naphtho[2,3-b]pyran-8(9H)-one, 3-(2-bromoacetyl)-10,11-dihydro-;3-(2-Bromoacetyl)-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one 3-(2-Bromoacetyl)-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one
CBNumber: CB83044304
Molecular Formula: C19H15BrO3
Formula Weight: 371.22
MOL File: 1378390-29-4.mol

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3-(2-bromoacetyl)-10,11-dihydro-5H-Benzo[d]naphtho[2,3-b]pyran-8(9H)-one Property

Boiling point:: 578.6±50.0 °C(Predicted)
Density: 1.514±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
Appearance: Light yellow to yellow Solid

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

TRC

Product number: B679273
Product name: 3-(2-Bromoacetyl)-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one
Packaging: 100mg
Price: $365
Updated: 2021/12/16

TRC

Product number: B679273
Product name: 3-(2-Bromoacetyl)-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one
Packaging: 500mg
Price: $1450
Updated: 2021/12/16

AK Scientific

Product number: 6564EA
Product name: 3-(2-Bromoacetyl)-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one
Packaging: 25g
Price: $1026
Updated: 2021/12/16

Crysdot

Product number: CD11269141
Product name: 3-(2-Bromoacetyl)-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one
Purity: 97%
Packaging: 1g
Price: $653
Updated: 2021/12/16

Alichem

Product number: 1378390294
Product name: 3-(2-Bromoacetyl)-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one
Packaging: 1g
Price: $693
Updated: 2021/12/16

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3-(2-bromoacetyl)-10,11-dihydro-5H-Benzo[d]naphtho[2,3-b]pyran-8(9H)-one Chemical Properties,Usage,Production

Uses

3-(2-Bromoacetyl)-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one is an antiviral agent and Velpatasvir (V116000) intermediate. Velpatasvir is a NS5A inhibitor in patients with hepatitis C (HCV) infection.

Synthesis

1378391-36-6

1378390-29-4

3-Vinyl-10,11-dihydro-5H-dibenzo[c,g]benzopyran-8(9H)-one (9.98 g, 36.1 mmol) was used as a starting material, which was dissolved in a stirred solvent mixture of THF (70 mL), DMSO (70 mL) and H2O (35 mL). N-bromosuccinimide (NBS, 6.75 g, 37.9 mmol) was added at once and the reaction mixture was stirred at room temperature for 33 min. After completion of the reaction, the reaction solution was diluted with ethyl acetate (EtOAc) and washed sequentially with water twice and brine once. The organic phase was dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure. The crude bromohydrin obtained was suspended in dichloromethane (DCM, 200 mL) and activated manganese dioxide (MnO2, 62.7 g, 722 mmol) was added. After stirring for 15 h at room temperature, the reaction mixture was filtered through diatomaceous earth and the filter cake was washed several times with DCM. The combined filtrates (~400 mL) were treated with methanol (MeOH, ~100 mL) and the mixture was gradually concentrated under reduced pressure to allow the solids to precipitate out of solution. When the volume of liquid was reduced to about 200 mL, the solid was collected by filtration and washed with MeOH. The concentration, precipitation, filtration, and rinsing processes were repeated more than twice, resulting in three batches of 3-(2-bromoacetyl)-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one in powder form (total 7.49 g, 56% two-step yield).

References

[1] Patent: WO2013/75029, 2013, A1. Location in patent: Page/Page column 140; 141; 142
[2] Patent: US2013/309196, 2013, A1. Location in patent: Paragraph 0366
[3] Patent: US2014/178336, 2014, A1
[4] Patent: US2015/361073, 2015, A1

3-(2-bromoacetyl)-10,11-dihydro-5H-Benzo[d]naphtho[2,3-b]pyran-8(9H)-one Preparation Products And Raw materials

Raw materials

Preparation Products

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3-(2-bromoacetyl)-10,11-dihydro-5H-Benzo[d]naphtho[2,3-b]pyran-8(9H)-one Suppliers

China 62 India 3 United States 2 Global 67

Shanghai Hanhong Scientific Co.,Ltd.

Tel: 021-54306202 13764082696
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Shanghai SynFarm Pharmaceutical Technology Co., Ltd.

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Shanghai Peiyang Chemical Co., Ltd.

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Shanghai Rochi Pharmaceutical Co., Ltd.

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View Lastest Price from 3-(2-bromoacetyl)-10,11-dihydro-5H-Benzo[d]naphtho[2,3-b]pyran-8(9H)-one manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: 3-(2-bromoacetyl)-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one 1378390-29-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: 3-(2-bromoacetyl)-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one 1378390-29-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

Career Henan Chemical Co

Product: 3-(2-bromoacetyl)-10,11-dihydro-5H-Benzo[d]naphtho[2,3-b]pyran-8(9H)-one 1378390-29-4
Price: US $100.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100KG
Release date: 2018-07-27

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1378390-29-4