Sodium Hydroxide → HCID 85469005, compound

HRID 2408578Notes

Reaction equation

HRID 2408578 reaction equation
[O:1]([CH3:3])[Na].C[O:5][C:6](=[O:36])[CH2:7][C@H:8]1[C:12]2[CH:13]=[CH:14][C:15]([O:17][C@H:18]3[C:26]4[C:21](=[C:22]([O:28][C:29]5[N:30]=[N:31][C:32](Cl)=[CH:33][CH:34]=5)[CH:23]=[CH:24][C:25]=4[F:27])[CH2:20][CH2:19]3)=[CH:16][C:11]=2[O:10][CH2:9]1.[OH-].[Na+]>O1CCCC1.CO>[F:27][C:25]1[CH:24]=[CH:23][C:22]([O:28][C:29]2[N:30]=[N:31][C:32]([O:1][CH3:3])=[CH:33][CH:34]=2)=[C:21]2[C:26]=1[C@H:18]([O:17][C:15]1[CH:14]=[CH:13][C:12]3[C@H:8]([CH2:7][C:6]([OH:36])=[O:5])[CH2:9][O:10][C:11]=3[CH:16]=1)[CH2:19][CH2:20]2

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 86720116HCID 86720116, compoundHCID 178418582HCID 178418582, compound

Product 1

HCID 85469005HCID 85469005, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

NaOCH3 (0.5 mol/L in methanol; 1.3 mL) is added to a solution of {(S)-6-[(R)-4-(6-chloro-pyridazin-3-yloxy)-7-fluoro-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester in tetrahydrofuran (3 mL) and methanol (0.1 mL) at room temperature. The solution is stirred at room temperature for 1 h, and then 4 M aqueous NaOH solution (0.21 mL) is added. The solution is stirred for 1 h and is then concentrated. The residue is purified by HPLC (acetonitrile/water/ammonia) to give the title compound. LC (method 2): tR=1.02 min; Mass spectrum (ESI−): m/z=451 [M−H]−.

Workup

  1. stirringThe solution is stirred for 1 h
  2. concentrationis then concentrated
  3. customThe residue is purified by HPLC (acetonitrile/water/ammonia)

Sources & evidence

ORD record
ord-8a86968f26164347af7094256b1f7aa4
Source dataset
uspto-grants-2014_08
Patent number
US08815864B2

Reaction notes

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