N-(2-Aminoethyl)piperidine → HCID 54010469, compound

HRID 1953923Notes

Reaction equation

HRID 1953923 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([NH:28][C:29](=[O:42])[CH:30]([N:35]([CH3:41])[CH2:36][CH2:37][CH:38]([CH3:40])[CH3:39])[CH2:31][CH:32]([CH3:34])[CH3:33])[C:17](=[O:27])[NH:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25]O[CH2:23][CH2:22]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1(CCN)CCCC[CH2:44]1.[N-]=C=O>C(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH:16]([NH:28][C:29](=[O:42])[CH:30]([N:35]([CH3:41])[CH2:36][CH2:37][CH:38]([CH3:39])[CH3:40])[CH2:31][CH:32]([CH3:33])[CH3:34])[C:17](=[O:27])[NH:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][CH2:44][CH2:23][CH2:22]2)=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 33944N-(2-Aminoethyl)piperidineHCID 105034IsocyanateHCID 76504575HCID 76504575, compound

Product 1

HCID 54010469HCID 54010469, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A suspension of N-(2-methylbutyl)-N-methyl-leucine-tyrosine(OBn) -Kaiser oxime resin (Example 57, IIc) in CH2Cl2 was treated with 1.5 equivalents of 2-piperdin-1-ylethylamine. The suspension was shaken for 48 hours. After the reaction was completed, additional CH2Cl2 and 1 equivalent of polymer supported isocyanate was added. After the suspension was shaken for 48 hours, the resin was filtered off, and the solvent was evaporated to yield the title product.

Workup

  1. additionwas added
  2. stirringAfter the suspension was shaken for 48 hours
  3. filtrationthe resin was filtered off
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-3f93d38a1c464515afce1ed5ae31c110
Source dataset
uspto-grants-2000_09
Patent number
US06117841

Reaction notes

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