Tetrahydrofuran → HCID 68304050, compound

HRID 1401778Notes

Reaction equation

HRID 1401778 reaction equation
Cl.[CH3:2][C:3]1([CH3:27])[CH2:12][CH2:11][C:10]([CH3:14])([CH3:13])[C:9]2[CH:8]=[C:7]([C:15]3[N:16]=[C:17]([N:20]4[CH2:25][CH2:24][CH:23]([NH2:26])[CH2:22][CH2:21]4)[S:18][CH:19]=3)[CH:6]=[CH:5][C:4]1=2.Br[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][O:35][Si](C(C)(C)C)(C)C.C1COCC1.C[N+](C)(C)C.[F-]>>[CH3:2][C:3]1([CH3:27])[CH2:12][CH2:11][C:10]([CH3:13])([CH3:14])[C:9]2[CH:8]=[C:7]([C:15]3[N:16]=[C:17]([N:20]4[CH2:25][CH2:24][CH:23]([NH:26][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][OH:35])[CH2:22][CH2:21]4)[S:18][CH:19]=3)[CH:6]=[CH:5][C:4]1=2

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 67803Tetramethylammonium fluorideHCID 4260352(6-Bromohexyloxy)-tert-butyldimethylsilaneHCID 68381095HCID 68381095, compound

Product 1

HCID 68304050HCID 68304050, compound

Procedure

The preparation was carried out as already described starting from 100 mg (0.16 mmol) of 1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrochloride and 90 μl (0.32 mmol) of (6-bromohexyloxy)tert-butyldimethylsilane. The protecting group was cleaved off in THF using 7 equivalent of TMAF. The product was purified by means of preparative HPLC. The product is in the form of the hydrochloride.

Workup

  1. customThe product was purified by means of preparative HPLC

Sources & evidence

ORD record
ord-cc99e5f091ac414eb11891ef4804a16d
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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