Tetrabutylammonium Fluoride → HCID 57936267, compound

HRID 1435026Notes

Reaction equation

HRID 1435026 reaction equation
C([Si](C)(C)[N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:15]#[N:16])[CH:13]=2)[CH:8]=[CH:7]1)(C)(C)C.Cl[C:20]1[CH:25]=[CH:24][N:23]=[C:22]([NH:26][CH:27]2[CH2:32][C:31]([CH3:34])([CH3:33])[NH:30][C:29]([CH3:36])([CH3:35])[CH2:28]2)[N:21]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>>[CH3:33][C:31]1([CH3:34])[CH2:32][CH:27]([NH:26][C:22]2[N:21]=[C:20]([C:8]3[C:9]4[C:14](=[CH:13][C:12]([C:15]#[N:16])=[CH:11][CH:10]=4)[NH:6][CH:7]=3)[CH:25]=[CH:24][N:23]=2)[CH2:28][C:29]([CH3:36])([CH3:35])[NH:30]1

Participants

4

Reactant 3

HCID 2724141Tetrabutylammonium FluorideHCID 57936167(4-Chloro-pyrimidin-2-yl)(2,2,6,6-tetramethyl-piperidin-4-yl)-amineHCID 69059772HCID 69059772, compound

Product 1

HCID 57936267HCID 57936267, compound

Procedure

The title compound was prepared as described in Example 215, starting from 1-(tert-butyl-dimethyl-silanyl)-1H-indole-6-carbonitrile (prepared by TBDMS protection of 1H-indole-6-carbonitrile) and (4-chloro-pyrimidin-2-yl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine, followed by in situ cleavage of the TBDMS protecting group with catalytic amounts of TBAF.

Sources & evidence

ORD record
ord-f115871524554677920809b43a216f76
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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