(3S)-6-fluoro-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid synthesis
- Product Name:(3S)-6-fluoro-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
- CAS Number:1161833-81-3
- Molecular formula:C10H10FNO2
- Molecular Weight:195.19
Yield:1161833-81-3 94%
Reaction Conditions:
with hydrogenchloride in water at 90; for 1 h;
Steps:
34.34A Step 34A: Synthesis of (S)-6-fluoro-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Intermediate 34A)
Into a suspension of (S)-2-amino-3-(3-fluorophenyl)propanoic acid, HCl (250 mg, 1.14 mmol) in conc HCl (2500 μl, 82 mmol) was added formaldehyde in water (1000 μl, 13.4 mmol). The mixture was heated at 90 °C for 1 h, then was left to stand at rt for 2 d. The solvent was removed under vacuum and the solid was triturated with MTBE and filtered to afford 261 mg, (94 % yield) of Intermediate 34A as a yellow solid. LCMS [m/z] calculated for C10H10FNO2: 195.1; found 196.1 [M+H]+, tR= 0.41 min (Method 4).
References:
WO2018/45246,2018,A1 Location in patent:Paragraph 0300
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