Sodium Hydroxide → HCID 21716272, compound

HRID 1385898Notes

Reaction equation

HRID 1385898 reaction equation
[Cl:1][C:2]1[C:3]([NH:10][CH:11]2[CH2:20][CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:21]C)[CH:17]=3)[CH2:12]2)=[N:4][CH:5]=[N:6][C:7]=1[CH2:8][CH3:9].[OH-].[Na+]>Br.C(O)(=O)C>[Cl:1][C:2]1[C:3]([NH:10][CH:11]2[CH2:20][CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([OH:21])[CH:17]=3)[CH2:12]2)=[N:4][CH:5]=[N:6][C:7]=1[CH2:8][CH3:9]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 21716274HCID 21716274, compound

Product 1

HCID 21716272HCID 21716272, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent

Procedure

A solution of 5.8 g (18 mmol) of 5-chloro6-ethyl4-(6-methoxytetralin-2-ylamino)pyrimidine in 22 ml of 48% HBr and 4.5 ml of acetic acid was heated for 4 hours at 110° C. After the mixture had cooled, it was brought to pH=8 with sodium hydroxide solution and extracted with dichloromethane. After the dichloromethane phase had been dried, concentrated and washed with toluene, 4.8 g (88% of theory) of colorless crystals were obtained (m.p. 178° C.).

Workup

  1. temperatureAfter the mixture had cooled
  2. extractionextracted with dichloromethane
  3. dry with materialAfter the dichloromethane phase had been dried
  4. concentrationconcentrated
  5. washwashed with toluene, 4.8 g (88% of theory) of colorless crystals
  6. customwere obtained (m.p. 178° C.)

Sources & evidence

ORD record
ord-a9cf9c7d6b35483983c41df42fc1950f
Source dataset
uspto-grants-2001_07
Patent number
US06265398B1

Reaction notes

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