Tetrabutylammonium Fluoride → HCID 54591694, compound

HRID 1027418Notes

Reaction equation

HRID 1027418 reaction equation
CO[C:3]([C:5]1([CH2:29][CH:30]=O)[CH2:10][CH2:9][CH:8]([O:11][Si](C(C)(C)C)(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:7][CH2:6]1)=[O:4].[CH3:32][CH:33]1[CH2:37][CH2:36][CH2:35][N:34]1[CH:38]1[CH2:42][CH2:41][C@H:40]([C:43]2[CH:48]=[CH:47][C:46]([NH2:49])=[CH:45][CH:44]=2)[CH2:39]1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[OH:11][CH:8]1[CH2:7][CH2:6][C:5]2([C:3](=[O:4])[N:49]([C:46]3[CH:47]=[CH:48][C:43]([CH:40]4[CH2:41][CH2:42][CH:38]([N:34]5[CH2:35][CH2:36][CH2:37][CH:33]5[CH3:32])[CH2:39]4)=[CH:44][CH:45]=3)[CH2:30][CH2:29]2)[CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 2724141Tetrabutylammonium FluorideHCID 67479068HCID 67479068, compound2×HCID 86677563HCID 86677563, compound2×

Product 1

HCID 54591694HCID 54591694, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was synthesized in the manner essentially the same as the Example 1 by condensing 4-(tert-butyl-diphenyl-silanyloxy)-1-(2-oxo-ethyl)-cyclohexanecarboxylic acid methyl ester (Intermediate 8) with 4-[(S)-3-(2-methyl-pyrrolidin-1-yl)-cyclopentyl]-phenylamine (Intermediate 15), and subsequently cyclization, followed by de-protection with TBAF in THF at 60° C. for 5 h.

Sources & evidence

ORD record
ord-ff09b104ab664351bea0a3c873282373
Source dataset
uspto-grants-2014_05
Patent number
US08735385B2

Reaction notes

Loading…