Tetrabutylammonium Fluoride → HCID 57936207, compound

HRID 1435028Notes

Reaction equation

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

Participants

Reactant 3

HCID 2724141Tetrabutylammonium Fluoride

HCID 15382986HCID 15382986, compound

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

Product 1

HCID 57936207HCID 57936207, compound

Procedure

The title compound was prepared as described in Example 215, starting from 1-(tert-butyl-dimethyl-silanyl)-6-methoxy-1H-indole 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. Yield: 535 mg (84%).

Sources & evidence

ORD record: ord-d8cea263c83b4473a70dd57537183214
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07615562B2

Reaction notes

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