Hydrochloric Acid → HCID 67071590, compound

HRID 874285Notes

Reaction equation

HRID 874285 reaction equation
C[O:2][C:3](=[O:28])/[CH:4]=[CH:5]/[C:6]1[CH:7]=[C:8]2[C:24](=[CH:25][CH:26]=1)[O:23][C:11]1([CH2:14][N:13]([CH2:15][C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)[CH2:12]1)[CH2:10][C:9]2=[O:27].Cl>CC(O)=O>[F:22][C:19]1[CH:18]=[CH:17][C:16]([CH2:15][N:13]2[CH2:12][C:11]3([CH2:10][C:9](=[O:27])[C:8]4[C:24](=[CH:25][CH:26]=[C:6](/[CH:5]=[CH:4]/[C:3]([OH:28])=[O:2])[CH:7]=4)[O:23]3)[CH2:14]2)=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67071759HCID 67071759, compound

Product 1

HCID 67071590HCID 67071590, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

(E)-3-[1′-(4-Fluoro-benzyl)-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-acrylic acid methyl ester (360 mg, 0.94 mmol) was hydrolyzed with AcOH (6 ml) and aqueous 20% HCl (6 ml) following the procedure described in Example 31, Step B, giving (E)-3-[1′-(4-fluoro-benzyl)-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-acrylic acid (300 mg, hydrochloride salt) as a pale yellow solid.

Sources & evidence

ORD record
ord-4c55988522b8475e9f0a84053dcb527c
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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