Hydrochloric Acid → HCID 86636099, compound

HRID 1469419Notes

Reaction equation

HRID 1469419 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 57965558HCID 57965558, compound

Product 1

HCID 86636099HCID 86636099, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

(5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide (Example 5, 27 mg, 0.043 mmol) was dissolved in diethyl ether (2 ml) and 1N HCl in diethyl ether was added. The suspension was triturated to afford the title compound (26 mg, 0.039 mmol, 91% yield) as a white solid. UPLC: Rt 0.77 min (broad peak), m/z 625 [M+H]+ (free base). HPLC: Rt 5.18 min.

Workup

  1. customThe suspension was triturated

Sources & evidence

ORD record
ord-730562174fd14c36847d5d91624713be
Source dataset
uspto-grants-2015_04
Patent number
US09006271B2

Reaction notes

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