Hydrochloric Acid → HCID 66834913, compound

HRID 61835Notes

Reaction equation

HRID 61835 reaction equation
[Cl:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[C:7](=[O:36])[C:8]4[CH:20]=[C:19]([C:21]#[C:22][C:23]([OH:26])([CH3:25])[CH3:24])[C:18]([O:27][CH2:28][C@H:29]5[CH2:33][O:32]C(C)(C)[O:30]5)=[CH:17][C:9]=4[C:10]([CH3:16])([CH3:15])[C:11]=3[NH:12]2)=[CH:4][CH:3]=1.Cl>CO>[Cl:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[C:7](=[O:36])[C:8]4[CH:20]=[C:19]([C:21]#[C:22][C:23]([OH:26])([CH3:24])[CH3:25])[C:18]([O:27][CH2:28][C@H:29]([OH:30])[CH2:33][OH:32])=[CH:17][C:9]=4[C:10]([CH3:15])([CH3:16])[C:11]=3[NH:12]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 668343353-chloro-8-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl methoxy)-9-(3-hydroxy-3-methyl-but-1-ynyl)-6,6-dimethyl-5,6-dihydro-benzo[b]carbazol-11-one

Product 1

HCID 66834913HCID 66834913, compoundYield 27.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The resulting 3-chloro-8-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl methoxy)-9-(3-hydroxy-3-methyl-but-1-ynyl)-6,6-dimethyl-5,6-dihydro-benzo[b]carbazol-11-one (20 mg, 0.04 mmol) was dissolved in methanol (3 mL), added with 1 N hydrochloric acid (1 ml), and stirred at room temperature for 12 hr. After cooling, the reaction solution was concentrated under reduced pressure, and the resulting residues were washed with methylene chloride to obtain the title compound (pale yellow powder, 5.2 mg).

Workup

  1. temperatureAfter cooling
  2. concentrationthe reaction solution was concentrated under reduced pressure
  3. washthe resulting residues were washed with methylene chloride

Sources & evidence

ORD record
ord-bf8e5d3ff7c14a15948225deb3dc7b02
Source dataset
uspto-grants-2016_09
Patent number
US09440922B2

Reaction notes

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