Hydrochloric Acid → HCID 71656880, compound

HRID 632585Notes

Reaction equation

HRID 632585 reaction equation
[F:1][C:2]1([F:52])[CH2:7][CH2:6][CH:5]([C:8]2[C:17]3[C@@H:16]([OH:18])[CH2:15][C:14]([CH3:20])([CH3:19])[CH2:13][C:12]=3[N:11]=[C:10]([CH:21]3[CH2:26][CH2:25][N:24]([C:27]4[N:32]=[CH:31][C:30]([O:33][CH2:34][CH2:35][C:36]([OH:39])([CH3:38])[CH3:37])=[CH:29][N:28]=4)[CH2:23][CH2:22]3)[C:9]=2[C@@H:40]([F:51])[C:41]2[CH:46]=[CH:45][C:44]([C:47]([F:50])([F:49])[F:48])=[CH:43][CH:42]=2)[CH2:4][CH2:3]1.[ClH:53]>CC(C)=O>[ClH:53].[F:52][C:2]1([F:1])[CH2:3][CH2:4][CH:5]([C:8]2[C:17]3[C@@H:16]([OH:18])[CH2:15][C:14]([CH3:19])([CH3:20])[CH2:13][C:12]=3[N:11]=[C:10]([CH:21]3[CH2:22][CH2:23][N:24]([C:27]4[N:32]=[CH:31][C:30]([O:33][CH2:34][CH2:35][C:36]([OH:39])([CH3:37])[CH3:38])=[CH:29][N:28]=4)[CH2:25][CH2:26]3)[C:9]=2[C@@H:40]([F:51])[C:41]2[CH:46]=[CH:45][C:44]([C:47]([F:48])([F:50])[F:49])=[CH:43][CH:42]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71656881HCID 71656881, compound

Product 1

HCID 71656880HCID 71656880, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 48.6 mg (0.066 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, in 0.1 ml of acetone, 0.0058 ml (0.067 mmol) of 35% hydrochloric acid was added at room temperature. Subsequently, a small amount of a seed crystal was added thereto, and the reaction mixture was stirred for 50 minutes. The precipitated solid was obtained by filtration, washed with 0.1 ml of acetone five times and then dried under reduced pressure at 40° C. to provide 26.4 mg of the title compound as a white powder (yield: 52%).

Workup

  1. additionSubsequently, a small amount of a seed crystal was added
  2. customThe precipitated solid was obtained by filtration
  3. washwashed with 0.1 ml of acetone five times
  4. customdried under reduced pressure at 40° C.

Sources & evidence

ORD record
ord-22ad8929b6d64c978a30a98a4e57d508
Source dataset
uspto-grants-2016_04
Patent number
US09321747B2

Reaction notes

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