Hydrochloric Acid → (3-Chloro-5,6-dimethoxy-benzo[b]thiophen-2-yl)-(4-hydroxy-piperidin-1-yl)-methanone

HRID 1881226Notes

Reaction equation

HRID 1881226 reaction equation
[Cl:1][C:2]1[C:3]2[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[CH:10][C:4]=2[S:5][C:6]=1[C:7](Cl)=[O:8].[OH:18][CH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.C(N(CC)CC)C.Cl>O1CCCC1.O>[Cl:1][C:2]1[C:3]2[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[CH:10][C:4]=2[S:5][C:6]=1[C:7]([N:22]1[CH2:23][CH2:24][CH:19]([OH:18])[CH2:20][CH2:21]1)=[O:8]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 79341Piperidin-4-olHCID 110336193-Chloro-5,6-dimethoxy-benzo[b]thiophene-2-carbonyl chloride

Product 1

HCID 67094368(3-Chloro-5,6-dimethoxy-benzo[b]thiophen-2-yl)-(4-hydroxy-piperidin-1-yl)-methanone

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

3-Chloro-5,6-dimethoxy-benzo[b]thiophene-2-carbonyl chloride (2.0 g) and 4-hydroxy-piperidine (1.60 g) was suspended in tetrahydrofuran (15 ml) and triethylamine (0.96 ml) was added and stirring continued at room temperature for two hours. Water was added, pH adjusted to 3 by HCl and the precipitate filtered.

Workup

  1. filtrationthe precipitate filtered

Sources & evidence

ORD record
ord-b823890c29e94bf79c51885b08a57a18
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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