HCID 59676073, compound → HCID 59676116, compound

HRID 2357179Notes

Reaction equation

HRID 2357179 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-be07545497a34d2c9aa98c6685c4775e
Source dataset
uspto-grants-2010_07
Patent number
US07759498B2

Reaction notes

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