HCID 67235089, compound → HCID 67235600, compound

HRID 1748286Notes

Reaction equation

HRID 1748286 reaction equation
[CH3:1][C@H:2]1[C@H:20]([CH3:21])[N:7]2[C:8]3[CH:9]=[C:10]([C:15]([O:17]CC)=[O:16])[CH:11]=[CH:12][C:13]=3[CH:14]=[C:6]2[C:5](=[O:22])[NH:4][CH2:3]1>O1CCOCC1.O>[CH3:1][C@H:2]1[C@H:20]([CH3:21])[N:7]2[C:8]3[CH:9]=[C:10]([C:15]([OH:17])=[O:16])[CH:11]=[CH:12][C:13]=3[CH:14]=[C:6]2[C:5](=[O:22])[NH:4][CH2:3]1

Participants

3

Reactant 1

HCID 67235089HCID 67235089, compound

Product 1

HCID 67235600HCID 67235600, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

A mixture of ethyl trans-4,5-dimethyl-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylate (363 mg, 1.2 mmol) and LiOH monohydrate (76 mg, 1.8 mmol) in dioxane:water (1:1, 10 mL) is stirred at room temperature for 6 h. The solvents are removed and water is added. The solution is acidified to pH 5 with 1M HCl and the resulting white solid is filtered and dried to afford the title compound (201 mg, 61%) as a white solid.

Workup

  1. customThe solvents are removed
  2. additionwater is added
  3. filtrationthe resulting white solid is filtered
  4. customdried

Sources & evidence

ORD record
ord-a5eefadd0e6143108d18401fdac4277e
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

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