Hydrochloric Acid → HCID 86636099, compound

HRID 1798987Notes

Reaction equation

HRID 1798987 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-2277a022110c4208b10fa6d5d6ae7606
Source dataset
uspto-grants-2013_01
Patent number
US08344005B2

Reaction notes

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