4,4,5,5-Tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolane → HCID 67248040, compound

HRID 2175112Notes

Reaction equation

HRID 2175112 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][OH:19])[CH2:10][CH2:9]2)[CH:5]=[CH:4][CH:3]=1.CC1(C)C(C)(C)OB([C:28]2[CH:37]=[CH:36][C:35]3[C:34]([CH3:39])([CH3:38])[CH2:33][CH2:32][C:31]([CH3:41])([CH3:40])[C:30]=3[CH:29]=2)O1>>[CH3:38][C:34]1([CH3:39])[CH2:33][CH2:32][C:31]([CH3:41])([CH3:40])[C:30]2[CH:29]=[C:28]([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][OH:19])[CH2:10][CH2:9]4)[CH:5]=[CH:4][CH:3]=3)[CH:37]=[CH:36][C:35]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 86671781HCID 86671781, compound

Product 1

HCID 67248040HCID 67248040, compound

Procedure

The preparation is carried out analogously to FS102 starting from 107 mg (0.323 mmol) of 3-[1-(6-bromopyridin-2-yl)azepan-4-ylamino]propan-1-ol and 123 mg (0.356 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-fcbdb2b8ec4e43e68df61cae40853138
Source dataset
uspto-grants-2015_06
Patent number
US09062015B2

Reaction notes

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