4,4,5,5-Tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolane → HCID 67248339, compound

HRID 2175110Notes

Reaction equation

HRID 2175110 reaction equation
Br[C:2]1[N:7]=[C:6]([N:8]2[CH2:14][CH2:13][CH2:12][CH:11]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][OH:20])[CH2:10][CH2:9]2)[CH:5]=[CH:4][CH:3]=1.CC1(C)C(C)(C)OB([C:29]2[CH:38]=[CH:37][C:36]3[C:35]([CH3:40])([CH3:39])[CH2:34][CH2:33][C:32]([CH3:42])([CH3:41])[C:31]=3[CH:30]=2)O1>>[CH3:39][C:35]1([CH3:40])[CH2:34][CH2:33][C:32]([CH3:42])([CH3:41])[C:31]2[CH:30]=[C:29]([C:2]3[N:7]=[C:6]([N:8]4[CH2:14][CH2:13][CH2:12][CH:11]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][OH:20])[CH2:10][CH2:9]4)[CH:5]=[CH:4][CH:3]=3)[CH:38]=[CH:37][C:36]1=2

Participants

3

Reactant 2

HCID 112439294,4,5,5-Tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolaneHCID 77231001HCID 77231001, compound

Product 1

HCID 67248339HCID 67248339, compound

Procedure

The preparation is carried out analogously to FS102 starting from 106 mg (0.304 mmol) of 4-[1-(6-bromopyridin-2-yl)azepan-4-ylamino]butan-1-ol and 116 mg (0.334 mmol) of 4,4,5,5-tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolane. The crude product is purified by means of RP flash chromatography on C18 silica gel. The product is in the form of the hydrochloride.

Workup

  1. customThe crude product is purified by means of RP flash chromatography on C18 silica gel

Sources & evidence

ORD record
ord-644cdf29f4f341219c7f9194be8dad5e
Source dataset
uspto-grants-2015_06
Patent number
US09062015B2

Reaction notes

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