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Hydrochloric Acid → HCID 86636097, compound

HRID 69545
Notes
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Reaction equation

HRID 69545 reaction equation
[F:1][C:2]([F:44])([F:43])[C:3]1[CH:4]=[C:5]([C:13]([CH3:42])([CH3:41])[C:14]([N:16]([CH3:40])[C:17]2[C:18]([C:32]3[CH:37]=[CH:36][C:35]([F:38])=[CH:34][C:33]=3[CH3:39])=[CH:19][C:20]([C@@H:23]3[NH:27][C@@:26]([CH3:31])([C:28]([NH2:30])=[O:29])[CH2:25][CH2:24]3)=[N:21][CH:22]=2)=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[ClH:45]>C(OCC)C>[ClH:45].[F:44][C:2]([F:1])([F:43])[C:3]1[CH:4]=[C:5]([C:13]([CH3:41])([CH3:42])[C:14]([N:16]([CH3:40])[C:17]2[C:18]([C:32]3[CH:37]=[CH:36][C:35]([F:38])=[CH:34][C:33]=3[CH3:39])=[CH:19][C:20]([C@@H:23]3[NH:27][C@@:26]([CH3:31])([C:28]([NH2:30])=[O:29])[CH2:25][CH2:24]3)=[N:21][CH:22]=2)=[O:15])[CH:6]=[C:7]([C:9]([F:10])([F:11])[F:12])[CH:8]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 44472503(5R)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide

Product 1

HCID 86636097HCID 86636097, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

(5R)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide (Example 1, 16 mg, 0.026 mmol) was dissolved in diethyl ether (2 ml) and 1N HCl in diethyl ether (30 μl) was added. The suspension was triturated to afford the title compound (16 mg, 0.024 mmol, 92% yield) as a white solid. HPLC: Rt 5.46 min. MS: m/z 625 [M+H]+ and 647 [M+Na]+ (free base).

Workup

  1. customThe suspension was triturated

Sources & evidence

ORD record
ord-d0907b4050ad4b11a4a72220136f2dbb
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08822504B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes