Potassium Carbonate → HCID 67769771, compound

HRID 1078282Notes

Reaction equation

HRID 1078282 reaction equation
[CH3:1][C:2]([NH:5][C:6]1[N:11]=[C:10]([NH:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH:9]=[C:8]([N:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[N:7]=1)([CH3:4])[CH3:3].C(=O)([O-])[O-].[K+].[K+].[N+](C1C=CC(S(O[CH2:42][C:43](=[O:65])[C@@H:44]2[C@:61]3([CH3:62])[C@H:47]([C@H:48]4[C:58](=[CH:59][CH2:60]3)[C@:56]3([CH3:57])[C:51](=[CH:52][C:53](=[O:63])[CH:54]=[CH:55]3)[CH2:50][CH2:49]4)[CH2:46][C@H:45]2[CH3:64])(=O)=O)=CC=1)([O-])=O>CC(C)=O>[CH3:4][C:2]([NH:5][C:6]1[N:11]=[C:10]([NH:12][C:13]([CH3:14])([CH3:15])[CH3:16])[CH:9]=[C:8]([N:17]2[CH2:18][CH2:19][N:20]([CH2:42][C:43](=[O:65])[C@@H:44]3[C@:61]4([CH3:62])[C@H:47]([C@H:48]5[C:58](=[CH:59][CH2:60]4)[C@:56]4([CH3:57])[C:51](=[CH:52][C:53](=[O:63])[CH:54]=[CH:55]4)[CH2:50][CH2:49]5)[CH2:46][C@H:45]3[CH3:64])[CH2:21][CH2:22]2)[N:7]=1)([CH3:1])[CH3:3]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 9818025HCID 9818025, compoundHCID 57078569HCID 57078569, compound

Product 1

HCID 67769771HCID 67769771, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

After adding 1.40 g (4.57 moles) of 2,4-bis(1,1-dimethylethylamino)-6-(1-piperazinyl}pyrimidine and 0.63 g of potassium carbonate to a solution containing 2.00 g (3.805 mmoles) of 21-(4-nitrobenzenesulfonyloxy)-16α-methylpregna-1,4,9(11)-triene-3,20-dione in 100 ml of acetone, the reaction mixture is boiled under reflux for 8.5 hours, then evaporated. The residue is distributed between 40 ml of chloroform and 10 ml of water. The chloroform layer is dried and evaporated. The residue is purified on a silica gel column by using a 98:2 mixture of chloroform/methanol as eluent. After recrystallization the title compound is obtained in a yield of 1.53 g (64%), m.p.:145°-155° C.

Workup

  1. temperatureunder reflux for 8.5 hours
  2. customevaporated
  3. dry with materialThe chloroform layer is dried
  4. customevaporated
  5. customThe residue is purified on a silica gel column
  6. additiona 98:2 mixture of chloroform/methanol as eluent
  7. customAfter recrystallization the title compound
  8. customis obtained in a yield of 1.53 g (64%), m.p.:145°-155° C.

Sources & evidence

ORD record
ord-3736baa68b214cef996abd9146abf794
Source dataset
uspto-grants-1996_08
Patent number
US05547949

Reaction notes

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