SR142948A → HCID 70244556, compound

HRID 582790Notes

Reaction equation

HRID 582790 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 0.5 ml of MeOH
  3. additionthis 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-42a1aa8ff4d74ab588d889d5bd9f89ef
Source dataset
uspto-grants-1999_07
Patent number
US05925661

Reaction notes

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