Tert-butyl 2-[2-fluoro-4-[3-(1-quinolin-6-ylcyclopropyl)imidazo[1,2-a]pyrimidin-6-yl]phenoxy]propanoate → 2-[2-Fluoro-4-[3-(1-quinolin-6-ylcyclopropyl)imidazo[1,2-a]pyrimidin-6-yl]phenoxy]propanoic acid

HRID 500153Notes

Reaction equation

HRID 500153 reaction equation
C([O:5][C:6](=[O:39])[CH:7]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:17]=[N:18][C:19]3[N:20]([C:22]([C:25]4([C:28]5[CH:29]=[C:30]6[C:35](=[CH:36][CH:37]=5)[N:34]=[CH:33][CH:32]=[CH:31]6)[CH2:27][CH2:26]4)=[CH:23][N:24]=3)[CH:21]=2)=[CH:12][C:11]=1[F:38])[CH3:8])(C)(C)C>C(Cl)Cl.FC(F)(F)C(O)=O>[F:38][C:11]1[CH:12]=[C:13]([C:16]2[CH:17]=[N:18][C:19]3[N:20]([C:22]([C:25]4([C:28]5[CH:29]=[C:30]6[C:35](=[CH:36][CH:37]=5)[N:34]=[CH:33][CH:32]=[CH:31]6)[CH2:27][CH2:26]4)=[CH:23][N:24]=3)[CH:21]=2)[CH:14]=[CH:15][C:10]=1[O:9][CH:7]([CH3:8])[C:6]([OH:39])=[O:5]

Participants

4

Reactant 1

HCID 68463011Tert-butyl 2-[2-fluoro-4-[3-(1-quinolin-6-ylcyclopropyl)imidazo[1,2-a]pyrimidin-6-yl]phenoxy]propanoate

Product 1

HCID 672248532-[2-Fluoro-4-[3-(1-quinolin-6-ylcyclopropyl)imidazo[1,2-a]pyrimidin-6-yl]phenoxy]propanoic acid

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

tert-Butyl-2-{2-fluoro-4-[3-(1-quinolin-6-ylcyclopropyl)imidazo[1,2-a]pyrimidin-6-yl]phenoxy}propanoate (100 mg, 0.2 mmol) was dissolved in a mixed solvent of methylene chloride (5.0 mL) and trifluoroacetic acid (5.0 mL). The solution was stirred at RT for 2 h. The volatiles were evaporated under reduced pressure. The residue was co-evaporated with toluene three times, and was directly used in next step. LCMS: (M+H)=469. 1.

Workup

  1. customThe volatiles were evaporated under reduced pressure

Sources & evidence

ORD record
ord-666b5bdbb6dd4a5e98931b8ff71e1d91
Source dataset
uspto-grants-2010_08
Patent number
US07767675B2

Reaction notes

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