2-Chloro-5-iodopyridine → HCID 86596621, compound

HRID 2055435Notes

Reaction equation

HRID 2055435 reaction equation
[CH2:1]([N:8]1[CH2:14][C@@H:13]2[C@H:9]1[CH2:10][CH2:11][NH:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19](I)=[CH:18][N:17]=1.CC(C)([O-])C.[Na+]>>[CH2:1]([N:8]1[CH2:14][C@@H:13]2[C@H:9]1[CH2:10][CH2:11][N:12]2[C:19]1[CH:18]=[N:17][C:16]([Cl:15])=[CH:21][CH:20]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 43971762-Chloro-5-iodopyridineHCID 23676156Sodium t-butoxideHCID 66757773HCID 66757773, compound

Product 1

HCID 86596621HCID 86596621, compoundYield 84%

Procedure

The product from Example 51E (0.26 g, 1.0 mmol) and 2-chloro-5-iodopyridine were processed according to the procedure described in Example 1A, except that a larger amount of sodium tert-butoxide (0.384 g, 4.0 mmol) was used. The crude product was purified by chromatography on SiO2 (dichloromethane:methanol, 95:5) to provide the title compound (0.25 g, 84%). MS (DCI/NH3) m/z 300/302 (M+H)+.

Workup

  1. customThe crude product was purified by chromatography on SiO2 (dichloromethane:methanol, 95:5)

Sources & evidence

ORD record
ord-f89426b1486e4652b6fb31a6b2630888
Source dataset
uspto-grants-2008_02
Patent number
US07332504B2

Reaction notes

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