Hydrochloric Acid → HCID 72188426, compound

HRID 881731Notes

Reaction equation

HRID 881731 reaction equation
[Na+].[CH:2]1([C:5]2[O:9][C:8]([NH:10][C:11]3[CH:16]=[CH:15][C:14]([C:17]4[CH:22]=[CH:21][C:20]([C:23]56[CH2:30][CH2:29][C:26]([CH2:31][C:32]([O-:34])=[O:33])([CH2:27][CH2:28]5)[O:25][CH2:24]6)=[CH:19][CH:18]=4)=[CH:13][CH:12]=3)=[N:7][N:6]=2)[CH2:4][CH2:3]1.Cl>O>[CH:2]1([C:5]2[O:9][C:8]([NH:10][C:11]3[CH:12]=[CH:13][C:14]([C:17]4[CH:22]=[CH:21][C:20]([C:23]56[CH2:30][CH2:29][C:26]([CH2:31][C:32]([OH:34])=[O:33])([CH2:27][CH2:28]5)[O:25][CH2:24]6)=[CH:19][CH:18]=4)=[CH:15][CH:16]=3)=[N:7][N:6]=2)[CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89872226HCID 89872226, compound

Product 1

HCID 72188426HCID 72188426, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a reaction vial contaminions 2-(4-(4′-((5-cyclopropyl-1,3,4-oxadiazol-2-yl)amino)-[1,1′-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid sodium salt (195 mg, 0.42 mmol) was added water (5 ml). The mixture was stirred and hydrochloric acid was added dropwise until the entire mixture achieved a pH between 3 and 4. The resulting slurry was filtered, washed with water to afford the title compound as white solid after drying (183 mg, 99% yield). HR/MS (M+H)+ found 446.2070. calc. 446.2080. RT: 1.66 (Condition L). 1H NMR (400 MHz, DMSO-d6) δ ppm 12.01 (br. s, 1H) 10.43 (s, 1H) 7.52-7.67 (m, 6H) 7.38 (d, J=8.59 Hz, 2H) 3.89 (s, 2H) 2.32 (s, 2H) 2.08-2.19 (m, 1H) 1.79-2.07 (m, 8H) 1.02-1.12 (m, 2H) 0.91-0.99 (m, 2H).

Workup

  1. filtrationThe resulting slurry was filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-742f74f1c7d641888483cbb710b9f2e8
Source dataset
uspto-grants-2015_03
Patent number
US08993619B2

Reaction notes

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