Methanol → HCID 22281902, compound

HRID 1368612Notes

Reaction equation

HRID 1368612 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[C:11]([O:30][CH2:31][CH2:32][O:33][C:34]4[N:39]=[CH:38][C:37]([Cl:40])=[CH:36][N:35]=4)=[N:12][N:13]([CH3:29])[C:14]=3[NH:15][S:16]([C:19]3[CH:24]=[CH:23][C:22]([C:25]([CH3:28])([CH3:27])[CH3:26])=[CH:21][CH:20]=3)(=[O:18])=[O:17])=[CH:9][C:4]=2[O:3][CH2:2]1.C[OH:42]>>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[C:11]([O:30][CH2:31][CH2:32][O:33][C:34]4[N:39]=[CH:38][C:37]([Cl:40])=[CH:36][N:35]=4)=[N:12][N:13]([CH3:29])[C:14]=3[NH:15][S:16]([C:19]3[CH:20]=[CH:21][C:22]([C:25]([CH3:28])([CH3:27])[CH2:26][OH:42])=[CH:23][CH:24]=3)(=[O:18])=[O:17])=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

3

Reactant 2

HCID 887MethanolHCID 9938316HCID 9938316, compound

Product 1

HCID 22281902HCID 22281902, compound

Procedure

Amycolata autotrophica ATCC35203 maintained on a ¼ strength ATCC172 agar slope was inoculated as a loopful of spores into a 300 ml Erlenmeyer flasks each containing 50 ml of of MY inoculum medium. This was allowed to incubate for 2 days at 28° C., 200 rpm on an Infors Multitron Shaker with 1″ throw. 2 mls of this inoculum was then transferred to each of nine 300 ml Erlenmeyer flask containing 50 ml of MY production medium and incubated under the same conditions for a further 24 hours. At this point 5 mg of N-(4-(1,3-benzodioxol-5-yl)-3-{2-[(5-chloro-2-pyrimidinyl)oxy]ethoxy}-1-methyl-1H-pyrazol-5-yl)4-(tert-butyl)benzenesulfonamide (Example 34) dissolved in 0.5 ml of methanol was added to each of the flasks and the fermentation allowed to continue under the same conditions for a further 96 hours. Each flask was then extracted with 200 mls of ethyl acetate and the combined ethyl acetate solubles concentrated to dryness to give a gum solid.

Workup

  1. temperatureAmycolata autotrophica ATCC35203 maintained on a ¼ strength ATCC172 agar slope
  2. additioncontaining 50 ml of MY production medium
  3. waitincubated under the same conditions for a further 24 hours
  4. additionwas added to each of the flasks
  5. waitto continue under the same conditions for a further 96 hours
  6. extractionEach flask was then extracted with 200 mls of ethyl acetate
  7. concentrationthe combined ethyl acetate solubles concentrated to dryness
  8. customto give a gum solid

Sources & evidence

ORD record
ord-8bf4a3ceb649432d8fea92e45aa8a95f
Source dataset
uspto-grants-2003_06
Patent number
US06573270B1

Reaction notes

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