Aluminium lithium hydride → HCID 58379883, compound

HRID 404395Notes

Reaction equation

HRID 404395 reaction equation
[F:1][C:2]1[C:3]([C:10]2[CH:19]=[CH:18][C:13]([C:14](OC)=[O:15])=[CH:12][C:11]=2[C:20]2([CH2:25][O:26][CH3:27])[CH2:24][CH2:23][CH2:22][CH2:21]2)=[CH:4][C:5]([O:8][CH3:9])=[N:6][CH:7]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[F:1][C:2]1[C:3]([C:10]2[CH:19]=[CH:18][C:13]([CH2:14][OH:15])=[CH:12][C:11]=2[C:20]2([CH2:25][O:26][CH3:27])[CH2:21][CH2:22][CH2:23][CH2:24]2)=[CH:4][C:5]([O:8][CH3:9])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 57467659HCID 57467659, compound

Product 1

HCID 58379883HCID 58379883, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
45 °C

Procedure

To a solution of methyl 4-(5-fluoro-2-methoxypyridin-4-yl)-3-(1-(methoxymethyl)cyclopentyl)benzoate (77.0 mg, 206 μmol) in THF (4.0 mL) was added LAH (0.42 mL, 1.0 M solution in diethyl ether, 412.0 μmol) at 0° C. The reaction mixture was stirred at 45° C. for 3 hours. After work up, the solvent was removed to provide the product which was used in the next step. MS ESI (pos.) m/e: 346.2 (M+H)+.

Workup

  1. customAfter work up, the solvent was removed
  2. customto provide the product which

Sources & evidence

ORD record
ord-8c8a0d28903a48ea98b45dc386bdbe55
Source dataset
uspto-grants-2014_06
Patent number
US08748462B2

Reaction notes

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