Sodium Hydroxide → HCID 86683460, compound

HRID 1947180Notes

Reaction equation

HRID 1947180 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15](=[S:38])[NH:16][NH:17][C:18](=O)[C:19]3[CH:24]=[C:23]([CH2:25][C:26]#[C:27][CH3:28])[C:22]([O:29][CH2:30][O:31][CH3:32])=[CH:21][C:20]=3[O:33][CH2:34][O:35][CH3:36])=[CH:10][CH:9]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[OH-].[Na+]>>[CH2:25]([C:23]1[C:22]([O:29][CH2:30][O:31][CH3:32])=[CH:21][C:20]([O:33][CH2:34][O:35][CH3:36])=[C:19]([C:18]2[N:14]([C:11]3[CH:12]=[CH:13][C:8]([CH2:7][N:1]4[CH2:6][CH2:5][O:4][CH2:3][CH2:2]4)=[CH:9][CH:10]=3)[C:15](=[S:38])[NH:16][N:17]=2)[CH:24]=1)[C:26]#[C:27][CH3:28]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 86683461HCID 86683461, compound

Product 1

HCID 86683460HCID 86683460, compound

Procedure

4-[4-(morpholin-4-ylmethyl)-phenyl]-1-[5-(but-2-ynyl)-2,4-bismethoxymethoxy-benzoyl]thiosemicarbazide (F461-IM01: 71.3 mg, 0.133 mmol) and 5% aqueous sodium hydroxide (5 mL) were placed in a 30 mL eggplant shaped flask and heated under reflux for 2.5 hours. After completing the reaction, the reaction mixture was extracted with methylene chloride and concentrated under reduced pressure. The crude product (F461-IM02) thus obtained was subjected to the next reaction without purification in particular.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2.5 hours
  3. customthe reaction
  4. extractionthe reaction mixture was extracted with methylene chloride
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product (F461-IM02) thus obtained
  7. customwas subjected to the next reaction without purification in particular

Sources & evidence

ORD record
ord-0223f6161f604e5e98a965f12b5a65f2
Source dataset
uspto-grants-2013_03
Patent number
US08399464B2

Reaction notes

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