Formate → 4-{1-[4-(5,5-Dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}butan-1-ol

HRID 1401838Notes

Reaction equation

HRID 1401838 reaction equation
Cl.[CH3:2][C:3]1([CH3:25])[CH2:12][CH2:11][CH2:10][C:9]2[CH:8]=[C:7]([C:13]3[N:14]=[C:15]([N:18]4[CH2:23][CH2:22][CH:21]([NH2:24])[CH2:20][CH2:19]4)[S:16][CH:17]=3)[CH:6]=[CH:5][C:4]1=2.C([O:29][CH2:30][CH2:31][CH2:32][CH2:33]Br)(=O)C.[OH-].[Na+].C([O-])=O>CO>[CH3:2][C:3]1([CH3:25])[CH2:12][CH2:11][CH2:10][C:9]2[CH:8]=[C:7]([C:13]3[N:14]=[C:15]([N:18]4[CH2:23][CH2:22][CH:21]([NH:24][CH2:33][CH2:32][CH2:31][CH2:30][OH:29])[CH2:20][CH2:19]4)[S:16][CH:17]=3)[CH:6]=[CH:5][C:4]1=2

Participants

6

Reactant 4

HCID 283FormateHCID 14798Sodium HydroxideHCID 784911-Butanol, 4-bromo-, 1-acetateHCID 683807081-[4-(5,5-Dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrochloride

Product 1

HCID 673228234-{1-[4-(5,5-Dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}butan-1-ol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The preparation is carried out as described starting from 60 mg (0.16 mmol) of 1-[4-(5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrochloride and 22 μl (0.16 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 formate.

Sources & evidence

ORD record
ord-b2d2e1157f3441dbbb0f3c5afc4c4116
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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