Hydrochloric Acid → HCID 67322946, compound

HRID 1401835Notes

Reaction equation

HRID 1401835 reaction equation
Cl.[CH3:2][CH:3]1[CH2:12][CH2:11][CH:10]([CH3:13])[C:9]2[CH:8]=[C:7]([C:14]3[N:15]=[C:16]([N:19]4[CH2:24][CH2:23][CH:22]([NH2:25])[CH2:21][CH2:20]4)[S:17][CH:18]=3)[CH:6]=[CH:5][C:4]1=2.[Si]([O:33][CH2:34][CH:35]=O)(C(C)(C)C)(C)C.Cl>O1CCOCC1>[CH3:2][CH:3]1[CH2:12][CH2:11][CH:10]([CH3:13])[C:9]2[CH:8]=[C:7]([C:14]3[N:15]=[C:16]([N:19]4[CH2:24][CH2:23][CH:22]([NH:25][CH2:35][CH2:34][OH:33])[CH2:21][CH2:20]4)[S:17][CH:18]=3)[CH:6]=[CH:5][C:4]1=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 41877882-((Tert-butyldimethylsilyl)oxy)acetaldehydeHCID 68380537HCID 68380537, compound

Product 1

HCID 67322946HCID 67322946, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The preparation is carried out as described starting from 104 mg (0.26 mmol) of 1-[4-(5,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrochloride and 55 μl (0.26 mmol) of (tert-butyldimethylsilanyloxy)acetaldehyde. The protecting group is cleaved off using a 4N HCl solution in dioxane. The purification is carried out by means of preparative HPLC. The product is in the form of the hydrochloride.

Workup

  1. customThe purification

Sources & evidence

ORD record
ord-db82605e839e4a3a8eeed2dbc6dcab52
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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