Water → HCID 14500968, compound

HRID 620670Notes

Reaction equation

HRID 620670 reaction equation
[C:1]1([C:7]2[S:8][CH:9]=[CH:10][C:11]=2[S:12](N)(=[O:14])=[O:13])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[CH3:16][C:17]1[C:22](C(OC2C=CC=CC=2)=O)=[C:21]([O:32][CH3:33])[N:20]=[C:19]([NH2:34])[N:18]=1.N12CCCN=C1CCCCC2.[OH2:46].[C:47](#[N:49])C>C(O)(=O)C>[CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][C:1]=1[C:7]1[S:8][CH:9]=[CH:10][C:11]=1[S:12]([NH:49][C:47]([NH:34][C:19]1[N:20]=[C:21]([O:32][CH3:33])[CH:22]=[C:17]([CH3:16])[N:18]=1)=[O:46])(=[O:14])=[O:13]

Participants

7

Reactant 5

HCID 962WaterHCID 6342AcetonitrileHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 14500967HCID 14500967, compoundHCID 70350866HCID 70350866, compound

Product 1

HCID 14500968HCID 14500968, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirring solution of 2-(1-cyclohexenyl)-3-thiophenesulfonamide (160 mg, 0.657 mmol), and 4-methyl-6-methoxy-2-aminophenoxycarbonyl pyrimidine (180 mg, 0.69 mmol) in 15 ml of acetonitrile was added 1,8-diazabicyclo[5.4.0]undec-7-ene (105 mg, 0.69 mmol). The reaction was stirred overnight, poured into water, acidified with acetic acid and extracted with methylene chloride, dried over magnesium sulfate and concentrated to yield the desired product, 170 mg, m.p. 190°-192° C.

Workup

  1. extractionextracted with methylene chloride
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-94850785003e420eb7a5806879c80926
Source dataset
uspto-grants-1989_04
Patent number
US04822403

Reaction notes

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