1-Chloro-3-iodopropane → HCID 9985955, compound

HRID 1453785Notes

Reaction equation

HRID 1453785 reaction equation
[F:1][C:2]1[CH:29]=[CH:28][C:5]([CH2:6][N:7]([CH:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[C:8](=[O:21])[CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[Cl:30][CH2:31][CH2:32][CH2:33]I>>[ClH:30].[ClH:30].[F:1][C:2]1[CH:29]=[CH:28][C:5]([CH2:6][N:7]([CH:22]2[CH2:27][CH2:26][N:25]([CH2:31][CH2:32][CH2:33][N:25]3[CH2:26][CH2:27][CH2:22][CH2:23][CH2:24]3)[CH2:24][CH2:23]2)[C:8](=[O:21])[CH2:9][C:10]2[CH:11]=[CH:12][C:13]([O:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[CH:14][CH:15]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 813631-Chloro-3-iodopropaneHCID 10097003HCID 10097003, compound

Product 1

HCID 9985955HCID 9985955, compoundYield 53.9%

Procedure

The desired compound was synthesized from N-(4-fluorobenzyl)-2-(4-isobutoxyphenyl) N-piperidin-4-yl-acetamide 103NLS56 (189 mg, 0.47 mmol), 1-piperidine (61 μL, 0.61 mmol) and 1-chloro-3-iodopropane (61 μL, 0.57 mmol) using the same method as for synthesis of 130AF09-145. Purification of the product by silica gel column chromatography, eluting with 10% methanol in dichloromethane, afforded the title compound (75.6 mg, 31%).

Workup

  1. customas for synthesis of 130AF09-145
  2. customPurification of the product by silica gel column chromatography
  3. washeluting with 10% methanol in dichloromethane

Sources & evidence

ORD record
ord-5f997dbf78f542689156a29135bf5ca1
Source dataset
uspto-grants-2009_01
Patent number
US07476682B2

Reaction notes

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