2-Bromo-5-(trifluoromethyl)thiazole → HCID 73335801, compound

HRID 925802Notes

Reaction equation

HRID 925802 reaction equation
[F:1][C:2]1[CH:10]=[C:9](B2OC(C)(C)C(C)(C)O2)[C:8]2[N:7]3[CH2:20][CH2:21][NH:22][C:23](=[O:24])[C:6]3=[C:5]([CH3:25])[C:4]=2[CH:3]=1.Br[C:27]1[S:28][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:30][N:31]=1>>[F:1][C:2]1[CH:10]=[C:9]([C:27]2[S:28][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:30][N:31]=2)[C:8]2[N:7]3[CH2:20][CH2:21][NH:22][C:23](=[O:24])[C:6]3=[C:5]([CH3:25])[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 218028162-Bromo-5-(trifluoromethyl)thiazoleHCID 90036316HCID 90036316, compound

Product 1

HCID 73335801HCID 73335801, compound

Procedure

The title compound, off-white solid (16 mg, 22%), MS (ISP) m/z=370.4 [(M+H)+], mp 263° C., was prepared in accordance with the general method of example 171, step B from 8-fluoro-10-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (Example 171, step A) (68.8 mg, 0.2 mmol) and commercially available 2-bromo-5-trifluoromethyl-thiazole (69.6 mg, 0.3 mmol).

Sources & evidence

ORD record
ord-d2f06ac8a60649168927287ce5c24f3a
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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