Potassium Hydroxide → HCID 25008458, compound

HRID 1694378Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:31]=[CH:32][C:33]=1[Cl:34])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[C:15]([NH:17][C:18]2([C:21]3[CH:30]=[CH:29][C:24]([C:25]([O:27]C)=[O:26])=[CH:23][CH:22]=3)[CH2:20][CH2:19]2)=[O:16])[CH2:8][CH2:7]1.[OH-].[K+:36]>CCO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:31]=[CH:32][C:33]=1[Cl:34])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[C:15]([NH:17][C:18]2([C:21]3[CH:30]=[CH:29][C:24]([C:25]([O-:27])=[O:26])=[CH:23][CH:22]=3)[CH2:20][CH2:19]2)=[O:16])[CH2:8][CH2:7]1.[K+:36]

Participants

Conditions

Temperature: 80 °C

Procedure

Methyl 4-[1-({[1-(3,4-dichlorobenzyl)-2,3-dihydro-1H-indol-7-yl]carbonyl}amino)cyclopropyl]benzoate (57 mg, 0.12 mmol) was dissolved in EtOH (0.54 ml). 2M KOH (0.075 ml, 0.13 mmol) was added and the mixture stirred at 80° C. for 2 h. The mixture was cooled and the solvents removed. 1H NMR (500 MHz, DMSO-d6): δ 9.05 (s, 1H), 7.65 (d, 2H), 7.55 (m, 2H), 7.25 (d, 1H), 7.15 (t, 2H), 7.00 (d, 2H), 6.65 (t, 1H), 4.30 (s, 2H), 3.25 (2H), 2.95 (t, 2H), 1.10 (2H), 0.95 (m, 2H). MS+ESI (480.8).

Workup

temperatureThe mixture was cooled
customthe solvents removed

Sources & evidence

ORD record: ord-3b0e5f9315e44690aeed4c71bd24356e
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08158671B2

Reaction notes

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