Hydrochloric Acid → HCID 131722012, compound

HRID 1955225Notes

Reaction equation

HRID 1955225 reaction equation
[F:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[ClH:15].[OH:16][C:17]1[CH:26]=[CH:25][C:20]([S:21][CH2:22][CH:23]=O)=[CH:19][CH:18]=1>CO>[ClH:15].[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH:7]2[CH2:8][CH2:9][N:10]([CH2:23][CH2:22][S:21][C:20]3[CH:25]=[CH:26][C:17]([OH:16])=[CH:18][CH:19]=3)[CH2:11][CH2:12]2)=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 36998414-(4-Fluoro-benzyl)-piperidineHCID 53735806HCID 53735806, compound

Product 1

HCID 131722012HCID 131722012, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared from 4-(4-fluorobenzyl)piperidine (from 804 mg of the hydrochloride), 4-hydroxythiophenoxyacetaldehyde (560 mg, 3.33 mmol) and NaCNH3B (416 mg, 6.66 mmol) in MeOH (100 mL) as a colorless crystalline solid (430 mg): mp 177-178° C.; 1H NMR (CD3OD) 1.40-1.60 (m, 2H), 1.76-1.92 (m, 3H), 2.59 (d, J=6.3 Hz, 2H), 2.81-3.00 (m, 2H), 3.08-3.26 (m, 4H), 3.42-3.58 (m, 2H), 6.78 (d, J=8.7 Hz, 2H), 6.96-7.22 (m, 4 H), 7.36 (d, J=8.7 Hz, 2H).

Sources & evidence

ORD record
ord-adbae7a7f98549b3b4f25ba2050da0fc
Source dataset
uspto-grants-2000_09
Patent number
US06124323

Reaction notes

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