Tetrahydrofuran → HCID 53378645, compound

HRID 1526428Notes

Reaction equation

HRID 1526428 reaction equation
[Cl:1][C:2]1[C:10]2[CH:9]=[C:8]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH:20]([CH3:22])[CH3:21])=[C:15]([C:23]([F:26])([F:25])[F:24])[CH:14]=3)[CH:7]=[CH:6][C:5]=2[N:4]2[CH2:27][CH2:28][C@H:29]([CH2:30][C:31]([OH:33])=[O:32])[C:3]=12.C1COCC1.[OH-].[K+:40]>CC(C)=O>[K+:40].[Cl:1][C:2]1[C:10]2[CH:9]=[C:8]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH:20]([CH3:22])[CH3:21])=[C:15]([C:23]([F:24])([F:25])[F:26])[CH:14]=3)[CH:7]=[CH:6][C:5]=2[N:4]2[CH2:27][CH2:28][C@H:29]([CH2:30][C:31]([O-:33])=[O:32])[C:3]=12

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 53362086(R)-2-(9-chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

Product 1

HCID 53378645HCID 53378645, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
60 °C

Procedure

(R)-2-(9-Chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid (15 mg, 0.031 mmol) was dissolved in a suitable solvent (THF or acetone, 0.5 mL) and heated to 60° C. 2.08 M aqueous KOH (15 mL, 0.031 mmol) was added and the reaction mixture was cooled to 35° C. and stirred for 24 h. No solid product was obtained.

Workup

  1. temperaturethe reaction mixture was cooled to 35° C.
  2. customNo solid product was obtained

Sources & evidence

ORD record
ord-ee460ae04e7d4ca79d23a2cc524dea8b
Source dataset
uspto-grants-2015_07
Patent number
US09085581B2

Reaction notes

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