Hydrogen Bromide → HCID 71656882, compound

HRID 632588Notes

Reaction equation

HRID 632588 reaction equation
[BrH:1].[F:2][C:3]1([F:53])[CH2:8][CH2:7][CH:6]([C:9]2[C:18]3[C@@H:17]([OH:19])[CH2:16][C:15]([CH3:21])([CH3:20])[CH2:14][C:13]=3[N:12]=[C:11]([CH:22]3[CH2:27][CH2:26][N:25]([C:28]4[N:33]=[CH:32][C:31]([O:34][CH2:35][CH2:36][C:37]([OH:40])([CH3:39])[CH3:38])=[CH:30][N:29]=4)[CH2:24][CH2:23]3)[C:10]=2[C@@H:41]([F:52])[C:42]2[CH:47]=[CH:46][C:45]([C:48]([F:51])([F:50])[F:49])=[CH:44][CH:43]=2)[CH2:5][CH2:4]1>CC(C)=O>[BrH:1].[F:53][C:3]1([F:2])[CH2:4][CH2:5][CH:6]([C:9]2[C:18]3[C@@H:17]([OH:19])[CH2:16][C:15]([CH3:20])([CH3:21])[CH2:14][C:13]=3[N:12]=[C:11]([CH:22]3[CH2:23][CH2:24][N:25]([C:28]4[N:33]=[CH:32][C:31]([O:34][CH2:35][CH2:36][C:37]([OH:40])([CH3:38])[CH3:39])=[CH:30][N:29]=4)[CH2:26][CH2:27]3)[C:10]=2[C@@H:41]([F:52])[C:42]2[CH:47]=[CH:46][C:45]([C:48]([F:49])([F:51])[F:50])=[CH:44][CH:43]=2)[CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 71656881HCID 71656881, compound

Product 1

HCID 71656882HCID 71656882, compoundYield 64.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Reactions similar to those of Example 6-2 were performed except for using 0.0308 ml (0.271 mmol) of 47% hydrobromic acid instead of 35% hydrochloric acid and using 0.38 ml of acetone, and from 190 mg (0.259 mmol) of (5S)-4-(4,4-Difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-2-{1-[5-(3-hydroxy-3-methylbutoxy)pyrimidin-2-yl]piperidin-4-yl}-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol, which was prepared by a method similar to that of Reference Example 16, 136 mg of the title compound was obtained as a white powder (yield: 64%).

Sources & evidence

ORD record
ord-8f7efb069f1647d0b074bb6e613e78da
Source dataset
uspto-grants-2016_04
Patent number
US09321747B2

Reaction notes

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