Tetrabutylammonium Fluoride → HCID 57936233, compound

HRID 1435043Notes

Reaction equation

HRID 1435043 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH3:11])[CH:10]=1)[NH:7][CH:6]=[CH:5]2.Cl[C:13]1[CH:18]=[CH:17][N:16]=[C:15]([NH:19][CH:20]2[CH2:25][C:24]([CH3:27])([CH3:26])[NH:23][C:22]([CH3:29])([CH3:28])[CH2:21]2)[N:14]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH3:11])[CH:10]=1)[NH:7][CH:6]=[C:5]2[C:17]1[CH:18]=[CH:13][N:14]=[C:15]([NH:19][CH:20]2[CH2:25][C:24]([CH3:27])([CH3:26])[NH:23][C:22]([CH3:29])([CH3:28])[CH2:21]2)[N:16]=1

Participants

4

Reactant 3

HCID 2724141Tetrabutylammonium FluorideHCID 533993285-Fluoro-7-methyl-1H-indoleHCID 57936167(4-Chloro-pyrimidin-2-yl)(2,2,6,6-tetramethyl-piperidin-4-yl)-amine

Product 1

HCID 57936233HCID 57936233, compound

Procedure

The title compound was prepared as described in Example 215, starting from SEM-protected 5-Fluoro-7-methyl-1H-indole (prepared by Sugasawa synthesis starting from 4-fluoro-2-methyl-phenylamine, J. Med. Chem. 1990, 33, 2777) 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. Yield: 2.00 g (69%).

Sources & evidence

ORD record
ord-eade843bddf242abb3c7062a2d1b0dba
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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