Hydrochloric Acid → HCID 53311711, compound

HRID 1401802Notes

Reaction equation

HRID 1401802 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[CH2:12][CH2:11][N:10]([C:13]3[S:14][CH:15]=[C:16]([C:18]4[CH:27]=[CH:26][C:25]5[C:24]([CH3:29])([CH3:28])[CH2:23][CH2:22][C:21]([CH3:31])([CH3:30])[C:20]=5[CH:19]=4)[N:17]=3)[CH2:9][CH2:8]2)[CH2:3][CH2:2]1.C([Si](C)(C)[O:37][CH2:38][CH:39]=O)(C)(C)C.Cl>O1CCOCC1>[CH3:28][C:24]1([CH3:29])[CH2:23][CH2:22][C:21]([CH3:31])([CH3:30])[C:20]2[CH:19]=[C:18]([C:16]3[N:17]=[C:13]([N:10]4[CH2:11][CH2:12][N:7]([CH:4]5[CH2:5][CH2:6][N:1]([CH2:39][CH2:38][OH:37])[CH2:2][CH2:3]5)[CH2:8][CH2:9]4)[S:14][CH:15]=3)[CH:27]=[CH:26][C:25]1=2

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 41877882-((Tert-butyldimethylsilyl)oxy)acetaldehydeHCID 67322590HCID 67322590, compound

Product 1

HCID 53311711HCID 53311711, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The preparation was carried out as already described via a reductive amination starting from 50 mg (0.11 mmol) of 1-piperidin-4-yl-4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperazine and 24 mg (0.13 mmol) of (tertbutyldimethylsilanyloxy)acetaldehyde. The protecting group was cleaved off as already described using a 4N HCl solution in dioxane. The product is in the form of the hydrochloride.

Sources & evidence

ORD record
ord-91f1b5f403334dc39572008a573dc92c
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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