Lithium Hydroxide → HCID 135853157, compound

HRID 843687Notes

Reaction equation

HRID 843687 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][CH:9]([CH2:12][C:13]2[NH:22][C:21](=[O:23])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=2)[CH2:8][CH2:7]1)=[O:5])C.[Li+].[OH-]>>[O:23]=[C:21]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=[C:13]([CH2:12][CH:9]2[CH2:10][CH2:11][CH:6]([C:4]([OH:5])=[O:3])[CH2:7][CH2:8]2)[NH:22]1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 135735799HCID 135735799, compound

Product 1

HCID 135853157HCID 135853157, compound

Conditions

Temperature
65 °C

Procedure

The cis/trans mixture of 4-(4-oxo-3,4-dihydro-quinazolin-2-ylmethyl)-cyclohexanecarboxylic acid ethyl ester (Compound BBA) (1 g) was dissolved in a minimal amount of TBF (10 mL) and mixed with concentrated aqueous LiOH (5 mL). The resulting reaction mixture was stirred vigorously and heated at 65° C. for 3 h. After cooling and concentration, the reaction mixture was acidified to pH 4 with dilute HCl and concentrated to dryness: mass spectrum m/z 287 [(M+H)+; calcd for C16H18N3O3: 286].

Workup

  1. customThe resulting reaction mixture
  2. temperatureAfter cooling
  3. concentrationconcentration
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-5916517b05b24ba78b35c8d284263df5
Source dataset
uspto-grants-2002_04
Patent number
US06380205B1

Reaction notes

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