Chloride → HCID 178460087, compound

HRID 2236826Notes

Reaction equation

HRID 2236826 reaction equation
[NH2:1][C:2]1[C:3]([OH:24])=[CH:4][C:5]([CH2:8][NH:9][CH:10]=[C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([I:21])[CH:19]=3)[C:14](=[O:22])[NH:13][C:12]2=[O:23])=[N:6][CH:7]=1.[Cl-]>CC(N(C)C)=O>[OH:24][C:3]1[CH:4]=[C:5]([CH2:8][NH:9][CH:10]=[C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([I:21])[CH:19]=3)[C:14](=[O:22])[NH:13][C:12]2=[O:23])[N:6]=[CH:7][C:2]=1[NH:1][C:14](=[O:22])[CH:15]=[CH2:16]

Participants

4

Reactant 2

HCID 312ChlorideHCID 1785080254-[[(5-amino-4-oxo-1H-pyridin-2-yl)methylamino]methylidene]-6-iodoisoquinoline-1,3-dione

Product 1

HCID 178460087HCID 178460087, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A mixture of 4-{[(5-Amino-4-hydroxy-pyridin-2-ylmethyl)-amino]-methylene}-6-iodo-4H-isoquinoline-1,3-dione (334 mg, 0.766 mmole), 20 mL of dimethylacetamide is stirred, acryoyl chloride (651 uL, 7.66 mmole) is added and the reaction mixture stirred for one hour. The reaction mixture is evaporated to dryness, stirred overnight with a saturated aqueous sodium bicarbonate solution, filtered, washed well with water, and dried to give a green solid, 98 mg, (27%); MS (ES−): m/z 489 (M−H).

Workup

  1. stirringthe reaction mixture stirred for one hour
  2. customThe reaction mixture is evaporated to dryness
  3. stirringstirred overnight with a saturated aqueous sodium bicarbonate solution
  4. filtrationfiltered
  5. washwashed well with water
  6. customdried
  7. customto give a green solid, 98 mg, (27%)

Sources & evidence

ORD record
ord-8f9d65a4b37c4612b71df8cb41a14ccc
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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