Piperidine → HCID 69659304, compound

HRID 1829024Notes

Reaction equation

HRID 1829024 reaction equation
Cl[CH2:2][CH2:3][NH:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[C:10](=[C:14]1[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[NH:16][C:15]1=[O:23])[O:9][CH2:8]2.[NH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>>[N:24]1([CH2:2][CH2:3][NH:4][C:5]2[CH:6]=[C:7]3[C:11](=[CH:12][CH:13]=2)[C:10](=[C:14]2[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[NH:16][C:15]2=[O:23])[O:9][CH2:8]3)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 69659474HCID 69659474, compound

Product 1

HCID 69659304HCID 69659304, compoundYield 89.3%

Conditions

Temperature
110 °C

Procedure

A mixture of 3-[5-(2-chloro-ethylamino)-3H-isobenzofuran-1-ylidene]-1,3-dihydro-indol-2-one (1.10 g, 3.37 mmol) and piperidine (8 ml, 80.9 mmol) was heated at 110° C. for 4 hours. After cooled to room temperature, the mixture was poured into an ice water (150 ml) with stirring. The solid was filtered, washed with water and dried to give a crude product. Trituration of the crude product with CHCl3/hexanes afforded 3-[5-(2-piperidin-1-yl-ethylamino)-3H-isobenzofuran-1-ylidene]-1,3-dihydro-indol-2-one as a yellow solid (1.13 g, 89%).

Workup

  1. temperatureAfter cooled to room temperature
  2. filtrationThe solid was filtered
  3. washwashed with water
  4. customdried
  5. customto give a crude product

Sources & evidence

ORD record
ord-20ce780ccc6549d2ba111573479d13d0
Source dataset
uspto-grants-2006_06
Patent number
US07060844B2

Reaction notes

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