Hydrochloric Acid → 4-{4-[4-(5,6,7,8-Tetrahydronaphthalen-2-yl)thiazol-2-yl]-piperidin-1-yl}butan-1-ol

HRID 1401840Notes

Reaction equation

HRID 1401840 reaction equation
[CH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[C:11]1[N:12]=[C:13]([CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[S:14][CH:15]=1.C([O:25][CH2:26][CH2:27][CH2:28][CH2:29]Br)(=O)C.[OH-].[Na+].Cl>CO>[CH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[C:11]1[N:12]=[C:13]([CH:16]2[CH2:17][CH2:18][N:19]([CH2:29][CH2:28][CH2:27][CH2:26][OH:25])[CH2:20][CH2:21]2)[S:14][CH:15]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 784911-Butanol, 4-bromo-, 1-acetateHCID 242618404-[4-(5,6,7,8-Tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidine

Product 1

HCID 673236374-{4-[4-(5,6,7,8-Tetrahydronaphthalen-2-yl)thiazol-2-yl]-piperidin-1-yl}butan-1-ol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The preparation is carried out as described starting from 39 mg (0.13 mmol) of 4-[4-(5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidine and 30 μl (0.20 mmol) of 4-bromobutyl acetate. The protecting group is cleaved off by means of a 2N NaOH solution in methanol. The product is in the form of the hydrochloride.

Sources & evidence

ORD record
ord-79add1046d1a47a5b433fcd251cacd67
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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