Potassium Iodide → HCID 131724519, compound

HRID 1835851Notes

Reaction equation

HRID 1835851 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][C:3]2([C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[NH:8][C:7]2=[O:15])[CH2:2]1.[Cl:16][CH2:17][CH2:18][O:19][CH3:20].[I-].[K+]>>[ClH:16].[CH3:20][O:19][CH2:18][CH2:17][N:1]1[CH2:6][CH2:5][CH2:4][C:3]2([C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[NH:8][C:7]2=[O:15])[CH2:2]1

Participants

4

Reactant 3

HCID 4875Potassium IodideHCID 123162-Chloroethyl methyl etherHCID 9859066HCID 9859066, compound

Product 1

HCID 131724519HCID 131724519, compoundYield 74%

Procedure

The compound was prepared according to PROCEDURE 1, Method B by reaction with spiro[indoline-3,3′-piperidin]-2-one and 2-chloroethyl methylether (1.2 equivalents) and potassium iodide (catalytic amount). EtOAc was used for extraction. Yield: 74% 13C NMR (CDCl3): δ 21.8, 31.8, 48.8, 54.2, 58.0, 58.8, 59.2, 70.8, 109.8, 122.0, 126.4, 127.6, 134.8, 140.2, 182.0. The HCl salt was prepared. MS (TSP): m/z (rel. int.) 262/261 (M+, 16/100).

Workup

  1. customThe compound was prepared
  2. extractionEtOAc was used for extraction

Sources & evidence

ORD record
ord-8f9ffae416d84bbc9c5debb7b2a5f8e2
Source dataset
uspto-grants-2004_08
Patent number
US06774132B1

Reaction notes

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