Hydrochloric Acid → HCID 66745897, compound

HRID 1959464Notes

Reaction equation

HRID 1959464 reaction equation
C(OC([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:19]=[N:18][C:17]([N:20](C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)=[C:16]([C:35]3[O:36][C:37]([C:40]4[CH:45]=[CH:44][C:43]([CH2:46][Br:47])=[CH:42][CH:41]=4)=[N:38][N:39]=3)[N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>O1CCOCC1>[Br:47][CH2:46][C:43]1[CH:42]=[CH:41][C:40]([C:37]2[O:36][C:35]([C:16]3[C:17]([NH2:20])=[N:18][CH:19]=[C:14]([C:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH:10]=4)[N:15]=3)=[N:39][N:38]=2)=[CH:45][CH:44]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66745204HCID 66745204, compound

Product 1

HCID 66745897HCID 66745897, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl-4-[5-[bis(tert-butoxycarbonyl)amino]-6-[5-[4-(bromomethyl)phenyl]-1,3,4-oxadiazol-2-yl]pyrazin-2-yl]-3,6-dihydro-2H-pyridine-1-carboxylate (54 mg, 0.07 mmol) was treated with a solution of 4 M hydrogen chloride (376 μL of 4 M, 1.5 mmol) in dioxane and stirred at room temperature for 1 h. The solvent was removed under reduced pressure to yield 3-[5-[4-(bromomethyl)phenyl]-1,3,4-oxadiazol-2-yl]-5-(1,2,3,6-tetrahydropyridin-4-yl)pyrazin-2-amine as an off white solid, which was used in the next step without further purification. LC/MS m/z 415.5 [M+H]+.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-dc43fda22d81421e843ab11286707fad
Source dataset
uspto-grants-2013_04
Patent number
US08410112B2

Reaction notes

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