SR142948A → HCID 70244556, compound

HRID 1585297Notes

Reaction equation

HRID 1585297 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[C:11]1[N:15]([C:16]2[CH:21]=[CH:20][C:19]([C:22](=[O:31])[N:23]([CH3:30])[CH2:24][CH2:25][CH2:26][N:27]([CH3:29])[CH3:28])=[CH:18][C:17]=2[CH:32]([CH3:34])[CH3:33])[N:14]=[C:13]([C:35]([NH:37][C:38]2([C:48]([OH:50])=[O:49])[CH:45]3[CH2:46][CH:41]4[CH2:42][CH:43]([CH2:47][CH:39]2[CH2:40]4)[CH2:44]3)=[O:36])[CH:12]=1.CC([O-])(C)C.[K+:56]>CC(O)C>[K+:56].[CH3:10][O:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=1[C:11]1[N:15]([C:16]2[CH:21]=[CH:20][C:19]([C:22](=[O:31])[N:23]([CH3:30])[CH2:24][CH2:25][CH2:26][N:27]([CH3:28])[CH3:29])=[CH:18][C:17]=2[CH:32]([CH3:34])[CH3:33])[N:14]=[C:13]([C:35]([NH:37][C:38]2([C:48]([O-:50])=[O:49])[CH:39]3[CH2:40][CH:41]4[CH2:42][CH:43]([CH2:44][CH:45]2[CH2:46]4)[CH2:47]3)=[O:36])[CH:12]=1

Participants

4

Reactant 2

HCID 5311451SR142948AHCID 23665647Potassium tert-butoxide

Product 1

HCID 70244556HCID 70244556, compoundYield 56.8%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
-20 °C

Procedure

A solution of 0.15 g of the compound obtained in EXAMPLE 1' and 0.03 g of potassium tert-butylate in 6.5 ml of 2-propanol is left overnight at RT and then concentrated under vacuum. The residue is dissolved in 0. 5 ml of MeOH, and this solution is poured into 25 ml of isopropyl ether cooled to -20° C. The precipitate formed is drained and dried over P2O5 at 80° C. 0.09 g of the expected product is obtained, m.p.=222° C.

Workup

  1. concentrationconcentrated under vacuum
  2. dissolutionThe residue is dissolved in 0
  3. addition5 ml of MeOH, and this solution is poured into 25 ml of isopropyl ether
  4. customThe precipitate formed
  5. dry with materialdried over P2O5 at 80° C

Sources & evidence

ORD record
ord-75e15de2fb08484eb79200176ea922db
Source dataset
uspto-grants-1999_08
Patent number
US05936123

Reaction notes

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