Ammonia → HCID 57028669, compound

HRID 1075660Notes

Reaction equation

HRID 1075660 reaction equation
[CH3:1][C:2]1([CH3:26])[CH:7]2[O:8][CH:6]2[C:5]2[CH:9]=[C:10]([S:13]([N:16]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH2:19][CH2:18][CH2:17]3)(=[O:15])=[O:14])[CH:11]=[CH:12][C:4]=2[O:3]1.[NH3:27]>C(O)C>[NH2:27][C@@H:6]1[C:5]2[CH:9]=[C:10]([S:13]([N:16]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH2:19][CH2:18][CH2:17]3)(=[O:14])=[O:15])[CH:11]=[CH:12][C:4]=2[O:3][C:2]([CH3:1])([CH3:26])[C@H:7]1[OH:8]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 73089273HCID 73089273, compound

Product 1

HCID 57028669HCID 57028669, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

Intermediate 2a (3.49 g, 9.4 mmol) is treated with a saturated solution of ammonia in ethanol (60 mL) and heated at 90° C. in an autoclave for 15 hours. The solvent is evaporated off under reduced pressure to yield the crude product which is purified by chromatography on silica gel, eluent 25% aqueous NH3 --MeOH--tBuOMe (1:5:94) to give the title compound as a foam, having the following physical characteristics:

Workup

  1. customThe solvent is evaporated off under reduced pressure
  2. customto yield the crude product which
  3. customis purified by chromatography on silica gel, eluent 25% aqueous NH3 --MeOH--tBuOMe (1:5:94)

Sources & evidence

ORD record
ord-007a9dcbe8b9456b83a85d426d352c18
Source dataset
uspto-grants-1999_05
Patent number
US05905156

Reaction notes

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