Glycine → HCID 53261248, compound

HRID 876148Notes

Reaction equation

HRID 876148 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[CH:3]=1.[NH2:17][CH2:18][C:19]([OH:21])=[O:20].CCN(C(C)C)C(C)C>Cl>[CH3:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([NH:8][C:4]2[N:5]=[CH:6][N:7]=[C:2]([NH:17][CH2:18][C:19]([OH:21])=[O:20])[CH:3]=2)=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 750GlycineHCID 81531DiisopropylethylamineHCID 53410282HCID 53410282, compound

Product 1

HCID 53261248HCID 53261248, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
200 °C

Procedure

45 mg of 6-chloro-N-(4-methoxyphenyl)pyrimidine-4-amine in the form of a hydrochloride, 14 mg of 2-aminoacetic acid and 56 mg of DIPEA were dissolved in 1 mL of n- and charged into a microwave vial and the vial obtained was heated to 200° C. for 45 minutes under microwave irradiation. The reaction was monitored by TLC. The crude product was obtained by evaporating n-BuOH. Purification was carried out by column chromatography using EtOAc: NEt3=50:1 solvent mixture. 2-(6-(4-Methoxyphenylamino)pyrimidin-4-ylamino)acetic acid in the form of a colorless solid was obtained.

Workup

  1. additioncharged into a microwave vial
  2. customthe vial obtained
  3. customThe crude product was obtained
  4. customby evaporating n-BuOH
  5. customPurification

Sources & evidence

ORD record
ord-42f527da77274756bfde0636edeb99ab
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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