Hydrochloric Acid → HCID 86636097, compound

HRID 1469415Notes

Reaction equation

HRID 1469415 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

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-33c35ba1d07d4292851d826a432e384d
Source dataset
uspto-grants-2015_04
Patent number
US09006271B2

Reaction notes

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