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Sodium Hydroxide → (R)-2-(9-chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid sodium salt hydrate

HRID 1526422
Notes
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Reaction equation

HRID 1526422 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.[OH-].[Na+:35]>CC(O)C>[OH2:11].[Na+:35].[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
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium 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 131733172(R)-2-(9-chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid sodium salt hydrate

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

(R)-2-(9-Chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid (20 mg) was dissolved in IPA (0.5 mL) with heating, and 2.0 M NaOH (21 uL) was added. The solution was allowed to cool to room temperature and stir for 24 h. The resultant solids that had formed were collected after decanting off the IPA.

Workup

  1. temperaturewith heating
  2. customThe resultant solids that had formed
  3. customwere collected
  4. customafter decanting off the IPA

Sources & evidence

ORD record
ord-a22f14d541e54a129101dd77f6e21fdb
Source dataset
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09085581B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes