Acetic Acid → HCID 21094407, compound

HRID 1350173Notes

Reaction equation

HRID 1350173 reaction equation
[CH:1]([O:4][C:5]1[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]3[NH:22][CH:21]([CH2:23][C:24]([F:27])([F:26])[F:25])[CH2:20][O:19][C:11]3=2)[N:6]=1)([CH3:3])[CH3:2].[BH4-].[Na+].[C:30](O)(=O)[CH3:31]>>[CH2:30]([N:22]1[C:10]2[C:11](=[C:12]3[C:7](=[CH:8][CH:9]=2)[N:6]=[C:5]([O:4][CH:1]([CH3:3])[CH3:2])[CH:14]=[C:13]3[C:15]([F:16])([F:17])[F:18])[O:19][CH2:20][CH:21]1[CH2:23][C:24]([F:25])([F:26])[F:27])[CH3:31]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 4311764Sodium borohydrideHCID 21094398HCID 21094398, compound

Product 1

HCID 21094407HCID 21094407, compound

Procedure

This compound was prepared by General Method 5 (EXAMPLE 1) from (±)-3,4-dihydro-8-isopropoxy-3-(2,2,2-trifluoroethyl)-10-(trifluoromethyl)-2H-[1,4]oxazino[2,3-f]quinoline (0.019 g, 0.05 mmol) and NaBH4 (0.5 pellets, >0.5 mmol) in 2 mL glacial acetic acid to afford (±)-4-ethyl-3,4-dihydro-8-isopropoxy-3-(2,2,2-trifluoroethyl)-10-(trifluoromethyl)-2H-[1,4]oxazino[2,3-f]quinoline, of sufficient purity as to be used directly in the next reaction.

Sources & evidence

ORD record
ord-140f7483a11f4d9e9646f9347b948062
Source dataset
uspto-grants-2007_05
Patent number
US07214690B2

Reaction notes

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