Tetrabutylammonium Fluoride → HCID 57936281, compound

HRID 1435050Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7](COCC[Si](C)(C)C)[CH:6]=[CH:5]2.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-]>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[C:24]1[CH:25]=[CH:20][N:21]=[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:23]=1

Participants

Reactant 3

HCID 2724141Tetrabutylammonium Fluoride

HCID 57936167(4-Chloro-pyrimidin-2-yl)(2,2,6,6-tetramethyl-piperidin-4-yl)-amine

HCID 69065385HCID 69065385, compound

Product 1

HCID 57936281HCID 57936281, compound

Procedure

The title compound was prepared as described in Example 215, starting from 5-fluoro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indole (prepared by SEM protection of 5-fluoro-1H-indole using standard procedures) and (4-chloro-pyrimidin-2-yl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine, followed by cleavage of the SEM protecting group with TBAF.

Sources & evidence

ORD record: ord-9d3e653840814fbcbe9e4e89b3747ff1
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07615562B2

Reaction notes

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