Lithium hydroxide, monohydrate → HCID 22632219, compound

HRID 2416723Notes

Reaction equation

HRID 2416723 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:28]=[CH:27][C:15]2[CH2:16][CH:17]([CH2:22][C:23]([O:25]C)=[O:24])[C:18](=[O:21])[NH:19][CH2:20][C:14]=2[CH:13]=1.O.[OH-].[Li+]>C1COCC1.O>[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:28]=[CH:27][C:15]2[CH2:16][CH:17]([CH2:22][C:23]([OH:25])=[O:24])[C:18](=[O:21])[NH:19][CH2:20][C:14]=2[CH:13]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 53634998HCID 53634998, compound

Product 1

HCID 22632219HCID 22632219, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of methyl (±)-8-[3-(pyrimidin-2-ylamino)-1-propyloxy]-3-oxo-2,3,4,5-tetrahydro-1H-2-benzazepine-4-acetate (0.071 g, 0:18 mmol) and lithium hydroxide monohydrate (0.009 g, 2 mmol) in THF (5 mL) and H2O (2 mL) was stirred at room temperature for 18 hr, then was concentrated. The residue was dissolved in H2O and the pH was adjusted to 4 with 3 N HCl. The resulting solid was collected by filtration and dried to give the title compound (0.05 g, 73%) as a white solid: MS m/e 371.4 (M+H)+. Anal. Calcd for C19H22N4O4.0.5 H2O: C, 60.15; H, 6.11; N, 14.77. Found: C, 60.14; H, 6.06; N, 14.71.

Workup

  1. concentrationwas concentrated
  2. dissolutionThe residue was dissolved in H2O
  3. filtrationThe resulting solid was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-ed44f5d4c35f43a0909ffba440a16185
Source dataset
uspto-grants-2004_11
Patent number
US06825188B2

Reaction notes

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