Pivaloyl chloride → HCID 42641949, compound

HRID 254182Notes

Reaction equation

HRID 254182 reaction equation
[F:1][C:2]([F:35])([F:34])[C:3]1[N:8]=[CH:7][C:6]([CH2:9][NH:10][C:11]2[N:16]=[CH:15][C:14]([C:17]3[NH:25][C:24]4[C:23](=[O:26])[N:22]([CH:27]5[CH2:29][CH2:28]5)[C:21](=[O:30])[N:20]([CH2:31][CH2:32][CH3:33])[C:19]=4[N:18]=3)=[CH:13][CH:12]=2)=[CH:5][CH:4]=1.[C:36](Cl)(=[O:41])[C:37]([CH3:40])([CH3:39])[CH3:38]>N1C=CC=CC=1>[CH:27]1([N:22]2[C:23](=[O:26])[C:24]3[NH:25][C:17]([C:14]4[CH:13]=[CH:12][C:11]([N:10]([CH2:9][C:6]5[CH:7]=[N:8][C:3]([C:2]([F:1])([F:34])[F:35])=[CH:4][CH:5]=5)[C:36](=[O:41])[C:37]([CH3:40])([CH3:39])[CH3:38])=[N:16][CH:15]=4)=[N:18][C:19]=3[N:20]([CH2:31][CH2:32][CH3:33])[C:21]2=[O:30])[CH2:28][CH2:29]1

Participants

4

Reactant 2

HCID 62493Pivaloyl chlorideHCID 57749526HCID 57749526, compound

Product 1

HCID 42641949HCID 42641949, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

8-(6-((6-(trifluoromethyl)pyridin-3-yl)methylamino)pyridin-3-yl)-1-cyclopropyl-3-propyl-1H-purine-2,6(3H,7H)-dione (35 mg, 0.07 mmol) was dissolved in pyridine (5 ml) at 60° C. After cooling, pivaloyl chloride (100 mg, 0.83 mmol) was added. The mixture was stirred at room temperature for 24 h. After quenching with ice, the mixture was evaporated and purified by silica gel column to give product (4).

Workup

  1. temperatureAfter cooling
  2. customAfter quenching with ice
  3. customthe mixture was evaporated
  4. custompurified by silica gel column

Sources & evidence

ORD record
ord-232524c88bf449be9f9cdb3812a3746c
Source dataset
uspto-grants-2011_01
Patent number
US07875608B2

Reaction notes

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