Sodium Hydroxide → HCID 52939427, compound

HRID 1400140Notes

Reaction equation

HRID 1400140 reaction equation
[NH2:1][C:2]1[N:11]=[C:10]([C:12]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15]2)=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:23]3([C:27]([O:29]CC)=[O:28])[CH2:26][CH2:25][CH2:24]3)[CH:8]=2)[N:3]=1.[OH-].[Na+]>O1CCCC1>[NH2:1][C:2]1[N:11]=[C:10]([C:12]([N:14]2[CH2:15][C:16]3[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:22]2)=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:23]3([C:27]([OH:29])=[O:28])[CH2:26][CH2:25][CH2:24]3)[CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68227613HCID 68227613, compound

Product 1

HCID 52939427HCID 52939427, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

1.0 g of ethyl 1-[2-amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]cyclobutanecarboxylate are dissolved in 15 ml of tetrahydrofuran, and 10 ml of 2N sodium hydroxide solution are added. The mixture is stirred at 50° C. for 4 h and subsequently evaporated in vacuo. The mixture is then adjusted to pH2 using 3 ml of 25% hydrochloric acid with ice-cooling, with yellow crystals precipitating. The precipitate obtained is filtered off and dried in vacuo. Yield: 800 mg (86%) of 1-[2-amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]cyclobutanecarboxylic acid; LC-MS retention time: 1.32 min.

Workup

  1. customsubsequently evaporated in vacuo
  2. temperaturecooling, with yellow crystals
  3. customprecipitating
  4. customThe precipitate obtained
  5. filtrationis filtered off
  6. customdried in vacuo

Sources & evidence

ORD record
ord-730294f5792e4073b8c074f6d4a2ff89
Source dataset
uspto-grants-2014_12
Patent number
US08906930B2

Reaction notes

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