Sodium Iodide → HCID 117987931, compound

HRID 2206101Notes

Reaction equation

HRID 2206101 reaction equation
[C:1]([CH2:3][N:4]1[CH:8]=[C:7]([C:9]2[C:13]3[C:14]([O:20]C)=[N:15][CH:16]=[C:17]([C:18]#[N:19])[C:12]=3[N:11]([CH:22]3[CH2:26][CH2:25][CH2:24][CH2:23]3)[CH:10]=2)[CH:6]=[N:5]1)#[N:2].[I-].[Na+].Cl[Si](C)(C)C>>[C:1]([CH2:3][N:4]1[CH:8]=[C:7]([C:9]2[C:13]3[C:14](=[O:20])[NH:15][CH:16]=[C:17]([C:18]#[N:19])[C:12]=3[N:11]([CH:22]3[CH2:26][CH2:25][CH2:24][CH2:23]3)[CH:10]=2)[CH:6]=[N:5]1)#[N:2]

Participants

4

Reactant 3

HCID 5238Sodium IodideHCID 6397ChlorotrimethylsilaneHCID 117987873HCID 117987873, compound

Product 1

HCID 117987931HCID 117987931, compoundYield 25.1%

Procedure

3-(1-(Cyanomethyl)-1H-pyrazol-4-yl)-1-cyclopentyl-4-methoxy-1H-pyrrolo[3,2-c]pyridine-7-carbonitrile (13.7 mg), sodium iodide (11.9 mg) and chloro(trimethyl)silane (25 μL) were stirred at 50° C. for 1 hr. The precipitated crystals were collected by filtration, and washed with ethyl acetate to give the title compound (3.3 mg).

Workup

  1. filtrationThe precipitated crystals were collected by filtration
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-ac06a953748d449ca7786248cdb88f1e
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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