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Sodium Iodide → HCID 19807720, compound

HRID 358542
Notes
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Reaction equation

HRID 358542 reaction equation
Cl[CH2:2][C:3]1[CH2:4][O:5][CH2:6][CH2:7][CH:8]=1.[Cl:9][C:10]1[N:11]([C:19]2[CH:24]=[C:23]([OH:25])[C:22]([Cl:26])=[CH:21][C:20]=2[F:27])[N:12]=[C:13]2[C:18]=1[CH2:17][CH2:16][CH2:15][CH2:14]2.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CN(C)C=O.O>[Cl:9][C:10]1[N:11]([C:19]2[CH:24]=[C:23]([O:25][CH2:2][C:3]3[CH2:4][O:5][CH2:6][CH2:7][CH:8]=3)[C:22]([Cl:26])=[CH:21][C:20]=2[F:27])[N:12]=[C:13]2[C:18]=1[CH2:17][CH2:16][CH2:15][CH2:14]2
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 1850782-Chloro-5-(3-chloro-4,5,6,7-tetrahydroindazol-2-yl)-4-fluorophenolHCID 198077223-(Chloromethyl)-5,6-dihydro-2H-pyran

Product 1

HCID 19807720HCID 19807720, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 962
Water
Solvent
HCID 6228DimethylformamideSolvent

Procedure

2.1 g (16 mmol) of 3-chloromethyl-5,6dihydro-2H-pyran were added at 25° C. to a mixture of 4.5 g (15 mmol) of 3-chloro-2-(4-chloro-2fluoro-5-hydroxyphenyl)-4,5,6,7-tetrahydroindazole, 2.5 g (18 mmol) of potassium carbonate and 0.5 g (3 mmol) of sodium iodide in 50 ml of dimethylformamide, and the reaction mixture was stirred for 12 hours. 100 ml of water were added, and the precipitate was isolated, washed with water and dried, resulting in 5 g (84%) of the title compound [melting point 90° to 92° C⟧ Compound No. 1.002.

Workup

  1. customthe precipitate was isolated
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-bcaf5008ba814466baaf4592109dfdb0
Source dataset
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04997472

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes