Sodium Hydroxide → HCID 67071528, compound

HRID 874323Notes

Reaction equation

C[O:2][C:3](=[O:31])/[CH:4]=[CH:5]/[C:6]1[CH:7]=[C:8]2[C:27](=[CH:28][CH:29]=1)[O:26][C:11]1([CH2:14][N:13]([CH2:15][C:16]3[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[N:18]([CH3:25])[CH:17]=3)[CH2:12]1)[CH2:10][C:9]2=[O:30].[OH-].[Na+]>>[CH3:25][N:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:16]([CH2:15][N:13]2[CH2:14][C:11]3([CH2:10][C:9](=[O:30])[C:8]4[C:27](=[CH:28][CH:29]=[C:6](/[CH:5]=[CH:4]/[C:3]([OH:31])=[O:2])[CH:7]=4)[O:26]3)[CH2:12]2)=[CH:17]1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 67071514HCID 67071514, compound

Product 1

HCID 67071528HCID 67071528, compoundYield 84.4%

Procedure

(E)-3-[1′-(1-Methyl-1H-Indol-3-ylmethyl)-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-acrylic acid methyl ester (220 mg, 0.53 mmol) was hydrolyzed with 1 M NaOH (0.68 ml) following the procedure described in Example 30, Step A, giving (E)-3-[1′-(1-methyl-1H-indol-3-ylmethyl)-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-acrylic acid (180 mg) as a brown solid.

Sources & evidence

ORD record: ord-65a3de615435402192b3725b5d7bc8b4
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08980877B2

Reaction notes

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