Formic Acid → (E)-3-{8-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-2-hydroxy-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl}-2-propenoic acid

HRID 1828527Notes

Reaction equation

HRID 1828527 reaction equation
[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:31]=[CH:30][N:14]3[C:15](=[O:29])[C:16](/[CH:20]=[CH:21]/[C:22]([O:24]C(C)(C)C)=[O:23])=[C:17]([OH:19])[N:18]=[C:13]3[CH:12]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2].C(O)=O>C1(C)C=CC=CC=1>[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:31]=[CH:30][N:14]3[C:15](=[O:29])[C:16](/[CH:20]=[CH:21]/[C:22]([OH:24])=[O:23])=[C:17]([OH:19])[N:18]=[C:13]3[CH:12]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 136347720tert-Butyl (E)-3-(2-hydroxy-8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl)-2-propenoate

Product 1

HCID 135724431(E)-3-{8-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-2-hydroxy-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl}-2-propenoic acidYield 168%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

tert-Butyl (E)-3-{8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-2-hydroxy-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl}-2-propenoate (15 mg) was treated with formic acid (1 ml) in the dark for 1 hour, and added with toluene. The solvent was evaporated under reduced pressure to obtain the title compound (22 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-40f941179174469b98384b4efbcc6f50
Source dataset
uspto-grants-2006_06
Patent number
US07056917B2

Reaction notes

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