Sodium borohydride → HCID 57556190, compound

HRID 2074501Notes

Reaction equation

HRID 2074501 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:17]([CH:18]=[O:19])=[CH:16][C:15]2[C:10](=[C:11]([CH3:20])[CH:12]=[CH:13][CH:14]=2)[N:9]=1.[BH4-].[Na+]>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:17]([CH2:18][OH:19])=[CH:16][C:15]2[C:10](=[C:11]([CH3:20])[CH:12]=[CH:13][CH:14]=2)[N:9]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 57556174HCID 57556174, compound

Product 1

HCID 57556190HCID 57556190, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared according to Procedure B using 2-(2-fluorophenyl)-8-methylquinoline-3-carbaldehyde (0.725 g, 2.73 mmol), and sodium borohydride (0.155 g, 4.1 mmol, 1.5 eq) in THF (15 mL). (2-(2-fluorophenyl)-8-methylquinolin-3-yl)methanol was obtained as a yellow solid. 1H NMR (500 MHz, DMSO-d6) δ ppm 8.46 (1 H, s), 7.90 (1 H, d, J=7.9 Hz), 7.63 (1 H, d, J=6.7 Hz), 7.50-7.60 (3 H, m), 7.38 (1 H, d, J=7.9 Hz), 7.35-7.37 (1 H, m), 5.42 (1 H, t, J=5.5 Hz), 4.50 (2 H, d, J=5.5 Hz), 2.69 (3 H, s) Mass Spectrum (ESI) m/e=268.1 (M+1)

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-0e69e5902eb746058a4f4fac77fff0bb
Source dataset
uspto-grants-2011_04
Patent number
US07919498B2

Reaction notes

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