Hydrochloric Acid → HCID 67235916, compound

HRID 1748357Notes

Reaction equation

HRID 1748357 reaction equation
[O:1]=[C:2]1[C:8]2=[CH:9][C:10]3[CH:11]=[CH:12][C:13]([C:16]([NH:18][C:19]4[CH:28]=[CH:27][CH:26]=[CH:25][C:20]=4[C:21]([O:23]C)=[O:22])=[O:17])=[CH:14][C:15]=3[N:7]2[CH2:6][CH2:5][CH2:4][NH:3]1.[OH-].[Na+].Cl.O>CO>[O:1]=[C:2]1[C:8]2=[CH:9][C:10]3[CH:11]=[CH:12][C:13]([C:16]([NH:18][C:19]4[CH:28]=[CH:27][CH:26]=[CH:25][C:20]=4[C:21]([OH:23])=[O:22])=[O:17])=[CH:14][C:15]=3[N:7]2[CH2:6][CH2:5][CH2:4][NH:3]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 67235313HCID 67235313, compound

Product 1

HCID 67235916HCID 67235916, compoundYield 92.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of methyl 2-{[(1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indol-8-yl)carbonyl]amino}benzoate (503 mg, 1.3 mmol) in methanol (7 mL) and 2M NaOH solution (2.0 mL, 4.0 mmol) is heated at 60° C. for 3 h. 1M HCl solution (10 mL) and water (80 mL) are added. The resulting solid is collected by filtration and dried to afford the title compound (438 mg, 90%).

Workup

  1. filtrationThe resulting solid is collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-d32558a38d614750adec3e16ce98c3bb
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

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