1-Boc-4-(aminomethyl)piperidine → HCID 178451976, compound

HRID 1453596Notes

Reaction equation

HRID 1453596 reaction equation
[N:1]1([C:10]2[N:18]=[C:17](Cl)[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][NH:14]3)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[NH2:20][CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:23]1>CS(C)=O>[N:1]1([C:10]2[N:18]=[C:17]([NH:20][CH2:21][CH:22]3[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:23]3)[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][NH:14]3)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 7368171-Boc-4-(aminomethyl)piperidineHCID 178478376HCID 178478376, compound

Product 1

HCID 178451976HCID 178451976, compoundYield 16.9%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

200 mg of product obtained in stage 1 above are mixed with 5 ml of DMSO and 790 mg (5 equivalents) of 4-aminomethyl-N-Boc-piperidine, and the mixture is then heated at 100° C. for approximately 3 days. The mixture is allowed to return to ambient temperature. The DMSO is concentrated to dryness and the dry product is taken up in CH2Cl2. Purification is carried out by chromatography on silica with a CH2Cl2-MeOH—NH4OH: 95-5-0.33 mixture for eluent. 56 mg of expected product are thus obtained.

Workup

  1. customto return to ambient temperature
  2. concentrationThe DMSO is concentrated to dryness
  3. customPurification

Sources & evidence

ORD record
ord-52020ed3faca4945abdf0ef5f00c8771
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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