Hydrochloric Acid → HCID 58016854, compound

HRID 1926923Notes

Reaction equation

HRID 1926923 reaction equation
C[O:2][C:3](=[O:32])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:10]1[C:11]2[C:18]([C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=3)=[C:17]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[O:16][C:12]=2[N:13]=[CH:14][N:15]=1.[OH-].[Na+].Cl>CO.C1COCC1.O>[CH3:25][C:22]1[CH:21]=[CH:20][C:19]([C:18]2[C:11]3[C:10]([NH:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:32])=[O:2])=[N:15][CH:14]=[N:13][C:12]=3[O:16][C:17]=2[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[CH:24][CH:23]=1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58016867HCID 58016867, compound

Product 1

HCID 58016854HCID 58016854, compound

Reagents, catalysts & solvents 3

HCID 962WaterCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Dissolve 30 mg (0.07 mmol) 6-{[5-(4-methylphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-hexanoic acid methyl ester in 0.1 ml methanol, 0.05 ml THF and one drop of water, and add 0.1 ml of 2.5 M sodium hydroxide solution. Stir the mixture for 1 h at RT and then lightly acidify with 1 N hydrochloric acid. Filter off the precipitate with suction, wash several times with water, and dry at high vacuum. 28 mg (96.5% of theor.) of the target compound is obtained.

Workup

  1. filtrationFilter off the precipitate with suction
  2. washwash several times with water
  3. customdry at high vacuum
  4. custom28 mg (96.5% of theor.) of the target compound is obtained

Sources & evidence

ORD record
ord-6e4031f94bcd405a9c3c64f9c4ce55cc
Source dataset
uspto-grants-2012_05
Patent number
US08183246B2

Reaction notes

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