ChemicalBook CAS DataBase List BMN 673 (8R,9S)

BMN 673 (8R,9S) synthesis

13synthesis methods

Product Name:BMN 673 (8R,9S)
CAS Number:1207456-00-5
Molecular formula:C19H14F2N6O
Molecular Weight:380.35

1207454-56-5
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$2970.00/500mg

1207456-01-6 Synthesis

1207456-01-6
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$28.00/1unit

1207456-00-5
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$109.00/5mg

Yield: 90% ， 78%

Reaction Conditions:

with CHIRALPAK IA in methanol;diethylamineResolution of racemate;

Steps:

15 Example 15 (8R,95 -5-fluoro-8-(4-f1uorophenyl)-9-( l -methyl-lH-l ,2,4-triazoI-5-yl)-8,9-dihydro-2H-pyrido[4,3,2- ife]phthalazin-3(7No.)-one ( 1 a) and (8S,9R)-5-fluoro-8-(4-fiuoropheny l)-9-( 1 -methyl- 1 H- 1 ,2,4-triazol-5- ( 1 ) ( la) ( l b)
Example 15 (8R,95 -5-fluoro-8-(4-f1uorophenyl)-9-( l -methyl-lH-l ,2,4-triazoI-5-yl)-8,9-dihydro-2H-pyrido[4,3,2- ife]phthalazin-3(7No.)-one ( 1 a) and (8S,9R)-5-fluoro-8-(4-fiuoropheny l)-9-( 1 -methyl- 1 H- 1 ,2,4-triazol-5- ( 1 ) ( la) ( l b) 100394] A chiral resolution of 5-fluoro-8-(4-fluorophenyl)-9-( l-methyl- l - l ,2,4-triazol-5-yl)-8,9- dihydro-2H-pyrido[4,3,2-ife]phthalazin-3(7//)-one (1) (52.5 g) was carried out on a super-fluid chromatography (SFC) unit using a CHIRALPAK 1A column and C(¾/ methano l/di ethy lam ine (80/30/0.1 ) as a mobi le phase. This afforded two enantiomers with retention times of 7.9 minute (23.6 g. recovery 90 %, > 98 % ee) and 9.5 minute (20.4 g, recovery 78 %, > 98 % ee) as analyzed with a CHIRALPAK IA 0.46 cm x 15 cm column and C02/methanol/diethylamtne (80/30/0. 1 ) as a mobile phase at a flow rate of 2 g/minute.

References:

BIOMARIN PHARMACEUTICAL INC.;FENG, Ying;GUTIERREZ, Andres, A.;SHEN, Yuqiao;WANG, Evelyn, W.;OKHAMAFE, Augustus, O.;PRICE, Christopher, P.;CHOU, Tianwei WO2013/28495, 2013, A1 Location in patent:Paragraph 00394

1207453-90-4 Synthesis