Dichloromethane → HCID 131723075, compound

HRID 1249937Notes

Reaction equation

HRID 1249937 reaction equation
C[O:2][C:3]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:14][C:15]([F:18])([F:17])[F:16])[CH:11]=2)[N:6]1[C:19](=[O:31])[C@@H:20]([NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:21][CH3:22])=[O:4].[OH-].[Na+].ClCCl>CO.O>[C:27]([O:26][C:24]([NH:23][C@@H:20]([CH2:21][CH3:22])[C:19]([N:6]1[C:7]2[C:12](=[CH:11][C:10]([O:14][C:15]([F:18])([F:16])[F:17])=[CH:9][CH:8]=2)[CH2:13][CH:5]1[C:3]([OH:4])=[O:2])=[O:31])=[O:25])([CH3:30])([CH3:29])[CH3:28]

Participants

6

Reactant 3

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 131723074HCID 131723074, compound

Product 1

HCID 131723075HCID 131723075, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
7.5 °C

Procedure

To the solution of 1-(N-t-butoxycarbonyl-2(S)-aminobutyryl)-5-trifluoromethoxyindoline-2(R/S)-carboxylic acid methyl ester (1.0 g, 2.24 mmol) in methanol (15 ml), was added sodium hydroxide (0.134 g, 3.36 mmol) in water (10 ml). The solution was stirred at 5 to 10° C. for 4 hours. The mixture was poured into dichloromethane (40 ml), and washed with cold potassium hydrogen sulphate (3×20 ml), and water (20 ml). The organic layer was dried over sodium sulphate, and evaporated to provide a white foam which was pure enough for the next step.

Workup

  1. washwashed with cold potassium hydrogen sulphate (3×20 ml), and water (20 ml)
  2. dry with materialThe organic layer was dried over sodium sulphate
  3. customevaporated
  4. customto provide a white foam which

Sources & evidence

ORD record
ord-d15a062eb9714a65b409749bb20eea9e
Source dataset
uspto-grants-2002_01
Patent number
US06335360B1

Reaction notes

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