Tetrabutylammonium Fluoride → HCID 46240685, compound

HRID 2096203Notes

Reaction equation

HRID 2096203 reaction equation
[OH:1][C:2]1([C:9]2[S:13][C:12]([C:14]#[C:15][Si](C)(C)C)=[N:11][CH:10]=2)[CH2:7][CH2:6][C:5](=O)[CH2:4][CH2:3]1.[NH:20]1[CH2:23][CH:22]([NH:24][C:25]([CH2:27][NH:28][C:29](=[O:40])[C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:39])([F:38])[F:37])[CH:31]=2)=[O:26])[CH2:21]1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>>[C:14]([C:12]1[S:13][C:9]([C:2]2([OH:1])[CH2:7][CH2:6][CH:5]([N:20]3[CH2:23][CH:22]([NH:24][C:25]([CH2:27][NH:28][C:29](=[O:40])[C:30]4[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:39])([F:37])[F:38])[CH:31]=4)=[O:26])[CH2:21]3)[CH2:4][CH2:3]2)=[CH:10][N:11]=1)#[CH:15]

Participants

4

Reactant 3

HCID 2724141Tetrabutylammonium FluorideHCID 59361594N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamideHCID 59361602HCID 59361602, compound

Product 1

HCID 46240685HCID 46240685, compound

Procedure

The title compounds were prepared as white solids from reductive amination of 4-hydroxy-4-(2-trimethylsilanylethynyl-thiazol-5-yl)-cyclohexanone, as prepared in the previous step, and N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide using the procedure described in Step E of Example 1 followed by TBAF work-up.

Sources & evidence

ORD record
ord-3cf12b228f9648b79c3dd1b1644a5cfb
Source dataset
uspto-grants-2013_05
Patent number
US08450304B2

Reaction notes

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