Dimethylformamide → HCID 19792732, compound

HRID 1655561Notes

Reaction equation

HRID 1655561 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[CH:19]=[C:18]([CH2:23][C:24]([OH:26])=O)[CH:17]=[CH:16]2.C[N:28]([CH3:31])C=O.C(OCC)(=[O:34])C>>[OH:34][N:28]([CH3:31])[C:24](=[O:26])[CH2:23][C:18]1[CH:17]=[CH:16][C:15]2[C:20](=[CH:21][CH:22]=[C:13]([O:12][CH2:11][C:2]3[CH:3]=[CH:4][C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[N:1]=3)[CH:14]=2)[CH:19]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 19792736HCID 19792736, compound

Product 1

HCID 19792732HCID 19792732, compound

Procedure

The title compound is prepared according to the method of Example 24 using the acid from Example 21 and omitting the dimethylformamide. The crude product is added to ethyl acetate, washed sequentially with saturated sodium bicarbonate and water, dried over magnesium sulfate to give a crude solid. Recrystallization of this solid from acetone affords the desired product as a crystalline solid having a melting point of 145°-146° C.

Workup

  1. customThe title compound is prepared
  2. washwashed sequentially with saturated sodium bicarbonate and water
  3. dry with materialdried over magnesium sulfate
  4. customto give a crude solid
  5. customRecrystallization of this solid from acetone

Sources & evidence

ORD record
ord-6a921fbb055f4c21b3e34bebae8d7806
Source dataset
uspto-grants-1993_10
Patent number
US05250693

Reaction notes

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