HCID 59676073, compound → HCID 59676116, compound

HRID 1880472Notes

Reaction equation

HRID 1880472 reaction equation
C([Si](C)(C)[O:6][C:7]1[CH:8]=[CH:9][C:10]2[N:19]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH2:29][N:30]4[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]4)=[CH:23][CH:22]=3)[C:18]3[C:17]4[CH:36]=[CH:37][CH:38]=[CH:39][C:16]=4[S:15][CH2:14][CH2:13][C:12]=3[C:11]=2[CH:40]=1)(C)(C)C>CCCC[N+](CCCC)(CCCC)CCCC.[F-].C1COCC1>[N:30]1([CH2:29][CH2:28][O:27][C:24]2[CH:25]=[CH:26][C:21]([CH2:20][N:19]3[C:18]4[C:17]5[CH:36]=[CH:37][CH:38]=[CH:39][C:16]=5[S:15][CH2:14][CH2:13][C:12]=4[C:11]4[CH:40]=[C:7]([OH:6])[CH:8]=[CH:9][C:10]3=4)=[CH:22][CH:23]=2)[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]1

Participants

4

Reactant 1

HCID 59676073HCID 59676073, compound

Product 1

HCID 59676116HCID 59676116, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 2724141Tetrabutylammonium FluorideSolvent

Procedure

9-(tert-Butyl-dimethyl-silanyloxy)-12-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-6,7-dihydro-12H-5-thia-12-aza-dibenzo[a,e]azulene (130 mg, 0.222 mmol) in 5 mL 1.0 N TBAF in THF solution was stirred for 30 min at room temperature. The reaction was worked up by CH2Cl2 extraction three times from water. The combined organic layer was dried and concentrated and purified by column using 4:1 CH2Cl2 and methanol solution to yield the title compound as a brown solid.

Workup

  1. extractionThe reaction was worked up by CH2Cl2 extraction three times from water
  2. customThe combined organic layer was dried
  3. concentrationconcentrated
  4. custompurified by column

Sources & evidence

ORD record
ord-59138b60d55e4e8ab77a5ebec4b64125
Source dataset
uspto-grants-2012_11
Patent number
US08318766B2

Reaction notes

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