Potassium Carbonate → HCID 178429291, compound

HRID 2235474Notes

Reaction equation

HRID 2235474 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][N:15]1[C:23]2[CH:22]=[C:21]3[NH:24][C:25]([NH:27][C:28]([C:30]4[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=4)=[O:29])=[N:26][C:20]3=[CH:19][C:18]=2[C:17]([CH3:37])([CH3:36])[C:16]1=[O:38])(C)(C)C.C([O-])([O-])=O.[K+].[K+]>C(Cl)Cl.C(O)(C(F)(F)F)=O>[NH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][N:15]1[C:23]2[CH:22]=[C:21]3[NH:24][C:25]([NH:27][C:28](=[O:29])[C:30]4[CH:35]=[CH:34][CH:33]=[N:32][CH:31]=4)=[N:26][C:20]3=[CH:19][C:18]=2[C:17]([CH3:37])([CH3:36])[C:16]1=[O:38]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 178452695HCID 178452695, compound

Product 1

HCID 178429291HCID 178429291, compoundYield 16.7%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

(2-{7,7-Dimethyl-6-oxo-2-[(pyridine-3-carbonyl)-amino]-6,7-dihydro-3H-imidazo[4,5-f]indol-5-ylmethyl}-phenyl)-carbamic acid tert-butyl ester (33.2 mg) is dissolved in CH2Cl2 (4 ml) and TFA (1.5 ml). The mixture is stirred at RT for 0.5 h. Saturated K2CO3 solution is added and the aqueous layer is extracted with CH2Cl2. The organic layer is dried over MgSO4, evaporated to dryness and the residue is purified by RP-HPLC, eluted with MeCN/water to give the desired product (4,5 mg).

Workup

  1. extractionthe aqueous layer is extracted with CH2Cl2
  2. dry with materialThe organic layer is dried over MgSO4
  3. customevaporated to dryness
  4. customthe residue is purified by RP-HPLC
  5. washeluted with MeCN/water

Sources & evidence

ORD record
ord-1ee7fe933dbf4618be7ef7e2b0d1d508
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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