Hydrochloric Acid → HCID 68706710, compound

HRID 2261890Notes

Reaction equation

HRID 2261890 reaction equation
C(OC([NH:8][C@:9]([C:18]1[O:22][C:21]([C:23]2[CH:24]=[C:25]([C:37]([OH:39])=[O:38])[CH:26]=[C:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[C:35]#[N:36])[CH:28]=2)=[N:20][N:19]=1)([CH3:17])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O)(C)(C)C.Cl>O1CCOCC1>[NH2:8][C:9]([C:18]1[O:22][C:21]([C:23]2[CH:24]=[C:25]([C:37]([OH:39])=[O:38])[CH:26]=[C:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[C:35]#[N:36])[CH:28]=2)=[N:20][N:19]=1)([CH3:17])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58990079HCID 58990079, compound2×

Product 1

HCID 68706710HCID 68706710, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 5-(5-{(1R)-1-[(tert-butoxycarbonyl)amino]-1-methyl-2-phenylethyl}-1,3,4-oxadiazol-2-yl)-2′-cyanobiphenyl-3-carboxylic acid (Intermediate XVIII, 500 mg. 0.95 mmol) in dioxane (5 mL) at rt was added a solution of HCl in dioxane (7 mL of 4N HCl in dioxane, 28 mmol) and the solution allowed to stand for 1 hour at rt. The solvent was then evaporated at reduced pressure to give 5-[5-(1-amino-1-methyl-2-phenylethyl)-1,3,4-oxadiazol-2-yl]-2′-cyanobiphenyl-3-carboxylic acid (Intermediate XIX) as the derived hydrochloride salt. 1H NMR (400 MHz, CD3OD) δ 8.71 (t, J=1.5 Hz, 1H), 8.45-8.42 (m, 2H), 7.94 (dd, J=7.8, 1 Hz, 1H), 7.85 (dt, J=7.8, 1Hz, 1H), 7.72 (d, J=7.6 Hz, 1H), 7.66 (dt, J=7.6, 1.1 Hz), 7.34-7.28 (m, 3H), 7.15-7.09 (m, 2H), 3.47 (s, 2H), 1.90 (s, 3H). LCMS [(M)+H]+=425.

Workup

  1. customThe solvent was then evaporated at reduced pressure

Sources & evidence

ORD record
ord-71ca3bc6c110485e8765921e58b12dd3
Source dataset
uspto-grants-2010_12
Patent number
US07847100B2

Reaction notes

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