Lithium Hydroxide → HCID 11664058, compound

HRID 2219895Notes

Reaction equation

HRID 2219895 reaction equation
[F:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C@H:13]([N:19]4[CH:23]=[C:22]([CH2:24][C@@H:25]([NH:30][S:31]([C:34]5[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][CH:35]=5)(=[O:33])=[O:32])[C:26]([O:28]C)=[O:27])[N:21]=[N:20]4)[CH2:14][CH2:15][O:16]3)=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.[Li+].[OH-]>CO>[F:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C@H:13]([N:19]4[CH:23]=[C:22]([CH2:24][C@@H:25]([NH:30][S:31]([C:34]5[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][CH:35]=5)(=[O:32])=[O:33])[C:26]([OH:28])=[O:27])[N:21]=[N:20]4)[CH2:14][CH2:15][O:16]3)=[CH:11][CH:10]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 59771802HCID 59771802, compound

Product 1

HCID 11664058HCID 11664058, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
55 °C

Procedure

(R)-Methyl 3-(1-((R)-7-((4-Fluoropiperidin-1-yl)methyl)-3,4-dihydro-2H-chromen-4-yl)-1H-1,2,3-triazol-4-yl)-2-(4-methylphenylsulfonamido)propanoate (130. mg, 0.228 mmol), 1N LiOH (0.3 mL, 0.3 mmol) in 4 mL MeOH was stirred for 14 h at RT. The reaction mixture was then stirred at 55° C. for 24 h. The reaction mixture was cooled, concentrated and neutralized with 1N HCl. A precipitate formed that was filtered and washed with ether to afford the title compound. MS (m/z): 558.4 (m+H).

Workup

  1. temperatureThe reaction mixture was cooled
  2. concentrationconcentrated
  3. customA precipitate formed
  4. filtrationthat was filtered
  5. washwashed with ether

Sources & evidence

ORD record
ord-7ea0807abb9641adb197386e23641d04
Source dataset
uspto-grants-2008_08
Patent number
US07414134B2

Reaction notes

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