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1260644-27-6

2-BOC-6-FLUORO-3,4-DIHYDRO-1H-ISOQUINOLINE-1-CARBOXYLIC ACID synthesis

1synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
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6-FLUORO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-1-CARBOXYLIC ACID HYDROCHLORIDE

1260637-74-8
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Yield:-

Reaction Conditions:

with water;sodium hydroxide in tert-butyl alcohol; for 18 h;

Steps:

6.1 Example 6 6-Fluoro-2-[(S)-3-methyl-2-((S)-2-methylamino-propionylamino)-butyryl]-l, 2,3,4- tetrahydro-isoquinoline-l-carboxylic acid (2,6-difluoro-phenyl)-amide Step 1 :

In a 50 niL round-bottomed flask, 6-fluoro- 1,2,3 ,4-tetrahydroisoquinoline-l- carboxylic acid hydrochloride (500 mg, 2.16 mmol, Eq: 1.00) and 2 N NaOH (3.24 mL, 6.48 mmol, Eq: 3) were combined with t-BuOH (3.00 mL) to give a light brown solution and BOC-anhydride (565 mg, 601 μ, 2.59 mmol, Eq: 1.2) was added. After stirring 18 h, the reaction was diluted with water and extracted ether. The aqueous layer was acidified with saturated KHS04 and extracted with EtOAc. The combined organic extracts were washed with brine, dried over Na2S04, filtered and concentrated to give 0.6448g 6-fluoro- 3,4-dihydro-lH-isoquinoline-l ,2-dicarboxylic acid 2-tert-butyl ester as white foam which was used without purification. 100 % MS m/z 193.9 (M-BOC)

References:

WO2014/26882,2014,A1 Location in patent:Page/Page column 39-40