Tert-Butylamine → HCID 89782230, compound

HRID 1056393Notes

Reaction equation

HRID 1056393 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9](Cl)[N:8]([CH2:13][C:14]([F:17])([F:16])[F:15])[C:7]2=[O:18].[C:19]([NH2:23])([CH3:22])([CH3:21])[CH3:20]>CN1C(=O)CCC1>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([NH:23][C:19]([CH3:22])([CH3:21])[CH3:20])[N:8]([CH2:13][C:14]([F:17])([F:16])[F:15])[C:7]2=[O:18]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 89781950HCID 89781950, compound

Product 1

HCID 89782230HCID 89782230, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

8-Bromo-2-(tert-butylamino)-3-(2,2,2-trifluoroethyl)quinazolin-4(3H)-one (501d, 505 mg, 86%) as an off-white solid was prepared according to the procedures described for 408 using 8-bromo-2-chloro-3-(2,2,2-trifluoroethyl)quinazolin-4(3H)-one (534 mg, 1.562 mmol, 501c), tert-butylamine (4.9 mL, 46.9 mmol), and NMP (0.5 mL). 1H NMR (400 MHz, DMSO-d6) δ ppm 7.87-8.00 (2H, m) 7.06 (1H, t, J=7.73 Hz) 6.44 (1H, s) 5.22 (2H, q, J=9.00 Hz) 1.55 (9H, s). m/z (ESI, +ve) 379.9/381.0 (M+H)+.

Sources & evidence

ORD record
ord-3f4e1c87227b48c4ba5fad4b6cf0a08d
Source dataset
uspto-grants-2016_07
Patent number
US09394297B2

Reaction notes

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