Hydrochloric Acid → HCID 178486716, compound

HRID 749157Notes

Reaction equation

HRID 749157 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([NH:16][C:17]3[NH:21][N:20]=[C:19]([CH2:22][C:23]([O:25]C)=[O:24])[CH:18]=3)=[N:11][CH:12]=[N:13]2)=[CH:8][C:7]=1[O:27][CH3:28].O.[OH-].[Li+].Cl>O1CCCC1>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([NH:16][C:17]3[NH:21][N:20]=[C:19]([CH2:22][C:23]([OH:25])=[O:24])[CH:18]=3)=[N:11][CH:12]=[N:13]2)=[CH:8][C:7]=1[O:27][CH3:28]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 178499499HCID 178499499, compound

Product 1

HCID 178486716HCID 178486716, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl (5-((7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl)amino)-1H-pyrazol-3-yl)acetate (100 mg, 0.247 mmol) in tetrahydrofuran (1.2 ml)/water (0.6 ml), was stirred with lithium hydroxide (21 mg, 0.493 mmol) at ambient temperature for 18 hours. The mixture was acidified with 6.0 N hydrochloric acid to pH 4 and the solid was recovered by filtration, washed with water and dried to yield (5-((7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl)amino)-1H-pyrazol-3-yl)acetic acid (72 mg, 75% yield) as a beige solid:

Workup

  1. filtrationthe solid was recovered by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-25233db116ac48639e51cfb1c7ee9464
Source dataset
uspto-grants-2008_07
Patent number
US07402585B2

Reaction notes

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