Lithium Hydroxide → HCID 71237636, compound

HRID 1409676Notes

Reaction equation

HRID 1409676 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[C@H:13]([C:14]([O:16]C)=[O:15])[CH2:12][CH2:11][N:10]([CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:9]2)=[CH:4][CH:3]=1.[OH-].[Li+]>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[C@H:13]([C:14]([OH:16])=[O:15])[CH2:12][CH2:11][N:10]([CH2:18][CH2:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 86676363HCID 86676363, compound

Product 1

HCID 71237636HCID 71237636, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

The product from step B (750 mg, 2.197 mmol) in THF (15 ml) was treated at rt with 1 M aqueous lithium hydroxide (4.83 ml, 4.83 mmol). The mixture was heated at 60° C. for approximately 12 h, then cooled to rt and concentrated. The resulting residue was treated with 2M aq HCl (4.40 mL) and lyophilized twice from water (5 mL) to afford the title compound. HPLC/MS: 328.2 (M+1); Rt=0.95 min (LC-2 HPLC conditions).

Workup

  1. temperaturecooled to rt
  2. concentrationconcentrated
  3. additionThe resulting residue was treated with 2M aq HCl (4.40 mL)

Sources & evidence

ORD record
ord-e4e2165ef2e14e62b1c2cff7d6d46924
Source dataset
uspto-grants-2014_12
Patent number
US08921394B2

Reaction notes

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