1,1'-Carbonyldiimidazole → HCID 13211795, compound

HRID 647826Notes

Reaction equation

HRID 647826 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH:16]2[NH2:21])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:22](N1C=CN=C1)(N1C=CN=C1)=[O:23]>C(#N)C>[CH2:1]([N:8]1[CH2:9][CH2:10][CH:11]([N:14]2[CH:15]3[CH2:20][CH2:19][CH2:18][CH2:17][CH:16]3[NH:21][C:22]2=[O:23])[CH2:12][CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 13211793N~1~-(1-Benzylpiperidin-4-yl)cyclohexane-1,2-diamine

Product 1

HCID 13211795HCID 13211795, compoundYield 43.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In this reference example, a solution of 631 mg of 1-benzyl-4-(2-amino-cylohexylamino)-piperidine in a free form obtained in Reference Example 17 and 550 mg of 1,1'-carbonyldiimidazole in 10 ml of acetonitrile is stirred at room temperature for 12 hours. The deposited crystals are separated by filtration, washed with acetonitrile and then dried to obtain 383 mg of crude crystals. The crude crystals are recrystallized from 34 ml of isopropanol to obtain 300 mg of the desired product.

Workup

  1. customThe deposited crystals are separated by filtration
  2. washwashed with acetonitrile
  3. customdried
  4. customto obtain 383 mg of crude crystals
  5. customThe crude crystals are recrystallized from 34 ml of isopropanol

Sources & evidence

ORD record
ord-6e5a67c68fcc46e299cc8a366e3552cd
Source dataset
uspto-grants-1983_10
Patent number
US04410528

Reaction notes

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