Dimethylformamide dimethyl acetal → HCID 58677849, compound

HRID 8585Notes

Reaction equation

HRID 8585 reaction equation
[CH:1]1([C:4](=[O:29])[CH2:5][C:6]2[CH:7]=[N:8][C:9]([C:12]3[C:20]4[C:15](=[N:16][CH:17]=[CH:18][CH:19]=4)[N:14]([CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[F:28])[N:13]=3)=[N:10][CH:11]=2)[CH2:3][CH2:2]1.CO[CH:32](OC)[N:33]([CH3:35])[CH3:34]>CN(C=O)C>[CH:1]1([C:4](=[O:29])/[C:5](/[C:6]2[CH:7]=[N:8][C:9]([C:12]3[C:20]4[C:15](=[N:16][CH:17]=[CH:18][CH:19]=4)[N:14]([CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[F:28])[N:13]=3)=[N:10][CH:11]=2)=[CH:32]/[N:33]([CH3:35])[CH3:34])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 219835401-Cyclopropyl-2-{2-[1-(2-fluorobenzyl)-1h-pyrazolo[3,4-b]pyridin-3-yl]-5-pyrimidinyl}ethanone

Product 1

HCID 58677849HCID 58677849, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

100 mg (0.26 mmol) of 1-cyclopropyl-2-{2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]-pyridin-3-yl]-5-pyrimidinyl}ethanone (example XXVI, step 1) are added to a solution of 123 mg (1.03 mmol) of N-(dimethoxymethyl)-N,N-dimethylamine in 1 ml of DMF. The reaction mixture is stirred at 110° C. for 2 hours and then poured into distilled water. The precipitated solid is filtered off, washed with distilled water and dried. 93 mg (64% of theory) of the product are obtained and are directly reacted further without further purification.

Workup

  1. additionpoured
  2. distillationinto distilled water
  3. filtrationThe precipitated solid is filtered off
  4. washwashed with distilled water
  5. customdried
  6. custom93 mg (64% of theory) of the product are obtained
  7. customare directly reacted further without further purification

Sources & evidence

ORD record
ord-b7adf5f83e484202bbbfe8a0c301bb8c
Source dataset
uspto-grants-2006_08
Patent number
US07091198B1

Reaction notes

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