Sodium Hydroxide → HCID 69312206, compound

HRID 2113619Notes

Reaction equation

HRID 2113619 reaction equation
C[O:2][C:3]([CH:5]1[CH2:9][CH2:8][CH2:7][N:6]1[CH2:10][CH2:11][O:12][C:13]1[CH:18]=[C:17]([NH:19][C:20]2[C:29]3[C:24](=[CH:25][C:26]([C:30]4[C:35]([C:36]([F:39])([F:38])[F:37])=[CH:34][CH:33]=[CH:32][N:31]=4)=[CH:27][CH:28]=3)[N:23]=[CH:22][N:21]=2)[CH:16]=[CH:15][C:14]=1[C:40]([CH3:43])([CH3:42])[CH3:41])=[O:4].[OH-].[Na+]>CO>[C:40]([C:14]1[CH:15]=[CH:16][C:17]([NH:19][C:20]2[C:29]3[C:24](=[CH:25][C:26]([C:30]4[C:35]([C:36]([F:39])([F:37])[F:38])=[CH:34][CH:33]=[CH:32][N:31]=4)=[CH:27][CH:28]=3)[N:23]=[CH:22][N:21]=2)=[CH:18][C:13]=1[O:12][CH2:11][CH2:10][N:6]1[CH2:7][CH2:8][CH2:9][CH:5]1[C:3]([OH:4])=[O:2])([CH3:43])([CH3:41])[CH3:42]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69313077HCID 69313077, compound

Product 1

HCID 69312206HCID 69312206, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-(2-{2-tert-butyl-5-[7-(3-trifluoromethyl-pyridin-2-yl)-quinazolin-4-ylamino]-phenoxy}-ethyl)-pyrrolidine-2-carboxylic acid methyl ester (59 mg, 0.1 mmol) in methanol (5 ml) add sodium hydroxide (12 mg, 0.3 mmol). Stir the mixture for 12 hours and evaporate to dryness. Add water (2 ml) and 1M hydrochloric acid (until pH=7.0) and extract with ethyl acetate. Wash the combined extracts with brine, dry (MgSO4) and concentrate under reduced pressure to give the title compound. MS 580 (M+1).

Workup

  1. customevaporate to dryness
  2. extractionAdd water (2 ml) and 1M hydrochloric acid (until pH=7.0) and extract with ethyl acetate
  3. washWash the combined extracts with brine
  4. dry with materialdry (MgSO4)
  5. concentrationconcentrate under reduced pressure

Sources & evidence

ORD record
ord-ffcefc917bc941acbb02d08b5c1eebc8
Source dataset
uspto-grants-2008_10
Patent number
US07432275B2

Reaction notes

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