Hydrochloric Acid → HCID 86636098, compound

HRID 1469417Notes

Reaction equation

HRID 1469417 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 57965554HCID 57965554, compound

Product 1

HCID 86636098HCID 86636098, compoundYield 93%

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-L-prolinamide (Example 3, 28 mg, 0.045 mmol) was dissolved in diethyl ether (2 ml) and 1N HCl in diethyl ether (50 μl) was added. The suspension was triturated to afford the title compound (28 mg, 0.042 mmol, 93% yield) as a white solid. HPLC: Rt 5.45 min. MS: m/z 625 [M+H]+ (free base).

Workup

  1. customThe suspension was triturated

Sources & evidence

ORD record
ord-94bae43971874153a4a11aef11e8c325
Source dataset
uspto-grants-2015_04
Patent number
US09006271B2

Reaction notes

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