Piperidine → HCID 10150892, compound

HRID 2099009Notes

Reaction equation

HRID 2099009 reaction equation
[F:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:17]=[CH:16][C:13]([CH:14]=O)=[C:12]([OH:18])[CH:11]=2)[CH2:6][CH2:5]1.C[O:20][C:21](=O)[CH2:22][C:23]1[S:24][C:25]2[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=2[N:27]=1.N1CCCCC1>C1C=CC=CC=1.C(#N)C>[S:24]1[C:25]2[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=2[N:27]=[C:23]1[C:22]1[C:21](=[O:20])[O:18][C:12]2[C:13]([CH:14]=1)=[CH:16][CH:17]=[C:10]([N:7]1[CH2:8][CH2:9][N:4]([CH2:3][CH2:2][F:1])[CH2:5][CH2:6]1)[CH:11]=2

Participants

6

Reactant 3

HCID 8082PiperidineHCID 358756Methyl (1,3-benzothiazol-2-yl)acetateHCID 11470752HCID 11470752, compound

Product 1

HCID 10150892HCID 10150892, compoundYield 55%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6342AcetonitrileSolvent

Procedure

200 mg (0.793 mmol) 4-[4-(2-Fluoro-ethyl)-piperazin-1-yl]-2-hydroxy-benzaldehyde and 164 mg (1 eq.) benzothiazol-2-yl-acetic acid methyl ester are heated to reflux for 3 h in 5 mL benzene and 2.5 mL acetonitrile, in the presence of 0.157 mL (2 eq.) piperidine. The reaction mixture is allowed to reach room temperature and the precipitate filtered off, washed with diethylether and dried under high vacuum to yield 90 mg (55%) of desired product as a yellow powder (melting point: 246° C.).

Workup

  1. customto reach room temperature
  2. filtrationthe precipitate filtered off
  3. washwashed with diethylether
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-18eefd571c03425384bca27ebde444a8
Source dataset
uspto-grants-2009_08
Patent number
US07569337B2

Reaction notes

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