Dimethylformamide dimethyl acetal → HCID 58447035, compound

HRID 1045772Notes

Reaction equation

HRID 1045772 reaction equation
[NH2:1][C:2]1[C:7]([Br:8])=[CH:6][N:5]=[C:4]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]2)[N:3]=1.CO[CH:24](OC)[N:25]([CH3:27])[CH3:26]>C1(C)C=CC=CC=1>[Br:8][C:7]1[C:2]([N:1]=[CH:24][N:25]([CH3:27])[CH3:26])=[N:3][C:4]([N:9]2[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:13][CH2:14]2)=[N:5][CH:6]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 58446994HCID 58446994, compound

Product 1

HCID 58447035HCID 58447035, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A 100 mL round bottom flask was charged with tert-butyl 4-(4-amino-5-bromopyrimidin-2-yl)piperazine-1-carboxylate (2.0 g, 5.6 mmol), N,N-dimethylformamide dimethyl acetal (0.9 g, 7.3 mmol) and toluene (60 mL). The resulting mixture was heated at reflux for 12 h. Work-up: the solvent was evaporated to dryness to afford the product, which was used in the next step without further purification.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux for 12 h
  3. customthe solvent was evaporated to dryness
  4. customto afford the product, which
  5. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-33572f8187cf4917a0b1be68b2747ef4
Source dataset
uspto-grants-2013_10
Patent number
US08569300B2

Reaction notes

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