Piperidine → HCID 11314930, compound

HRID 533992Notes

Reaction equation

HRID 533992 reaction equation
Br[CH:2]([CH2:19][CH3:20])[C:3]([NH:5][C:6]1[S:7][C:8]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])=[CH:9][N:10]=1)=[O:4].[NH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>CN(C)C=O>[Cl:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH2:11][C:8]1[S:7][C:6]([NH:5][C:3](=[O:4])[CH:2]([N:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)[CH2:19][CH3:20])=[N:10][CH:9]=1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 58033007HCID 58033007, compound

Product 1

HCID 11314930HCID 11314930, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Bromo-N-[5-(2-chloro-benzyl)-thiazol-2-yl]-butyramide (37 mg, 0.10 mmol) was dissolved in 0.5 mL of N,N-dimethylformamide containing piperidine (170 mg, 2.0 mmol). The reaction vessel was sealed and then subjected to microwave irradiation for 5 minutes at 80° C. The crude mixture was evaporated to dryness and purified by reverse-phase preparative liquid chromatography (31 mg, 0.082, 82%). ESI-MS m/z calc. 377.1. found 378.2 (M+1)+ Retention time 2.21 minutes.

Workup

  1. customThe reaction vessel was sealed
  2. customirradiation for 5 minutes at 80° C
  3. customThe crude mixture was evaporated to dryness
  4. custompurified by reverse-phase preparative liquid chromatography (31 mg, 0.082, 82%)

Sources & evidence

ORD record
ord-50ced0d9aac3489fbb4b407a3b2545cc
Source dataset
uspto-grants-2014_10
Patent number
US08853415B2

Reaction notes

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