Sodium Hydroxide → HCID 59215875, compound

HRID 421290Notes

Reaction equation

HRID 421290 reaction equation
C([O:4][CH2:5][C@H:6]1[CH2:11][N:10]2[CH2:12][CH2:13][N:14]([C:16]3[CH:21]=[C:20]([C:22]4[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=4[CH3:29])[C:19]([N:30]([C:32](=[O:50])[C:33]([C:36]4[CH:41]=[C:40]([C:42]([F:45])([F:44])[F:43])[CH:39]=[C:38]([C:46]([F:49])([F:48])[F:47])[CH:37]=4)([CH3:35])[CH3:34])[CH3:31])=[CH:18][N:17]=3)[CH2:15][CH:9]2[CH2:8][N:7]1[C:51](=[O:53])[CH3:52])(=O)C.[OH-].[Na+]>C1COCC1.O>[C:51]([N:7]1[C@@H:6]([CH2:5][OH:4])[CH2:11][N:10]2[CH2:12][CH2:13][N:14]([C:16]3[N:17]=[CH:18][C:19]([N:30]([CH3:31])[C:32](=[O:50])[C:33]([C:36]4[CH:37]=[C:38]([C:46]([F:47])([F:48])[F:49])[CH:39]=[C:40]([C:42]([F:45])([F:44])[F:43])[CH:41]=4)([CH3:34])[CH3:35])=[C:20]([C:22]4[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=4[CH3:29])[CH:21]=3)[CH2:15][CH:9]2[CH2:8]1)(=[O:53])[CH3:52]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 59215884HCID 59215884, compound

Product 1

HCID 59215875HCID 59215875, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of {(3R)-2-acetyl-8-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]octahydro-2H-pyrazino[1,2-a]pyrazin-3-yl}methyl acetate (D97, 27 mg, 0.0472 mmol) in 2 mL of THF and 0.5 mL of water was added 1M NaOH (1 mL) and the resulting solution was stirred at room temperature for 30 min. It was checked by UPLC/MS, which showed a peak for the expected product at 0.76 min. (m/z=710 (M+1), 355 (M+2)/2). The target compound was isolated by SCX, obtaining 21 mg of the title compound.

Sources & evidence

ORD record
ord-2a410f3b6b9b4c19badb0d37ea8c7db0
Source dataset
uspto-grants-2012_01
Patent number
US08097618B2

Reaction notes

Loading…