1-Fluoro-2-methylpropan-2-amine hydrochloride → HCID 89782173, compound

HRID 1055826Notes

Reaction equation

HRID 1055826 reaction equation
[I:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([NH:12][C:13]1([CH3:17])[CH2:16]C[CH2:14]1)[N:8]([CH3:18])[C:7]2=[O:19].ClC1N(C)C(=O)C2C(=C(I)C=CC=2)N=1.Cl.[F:35]CC(N)(C)C>>[F:35][CH2:14][C:13]([NH:12][C:9]1[N:8]([CH3:18])[C:7](=[O:19])[C:6]2[C:11](=[C:2]([I:1])[CH:3]=[CH:4][CH:5]=2)[N:10]=1)([CH3:17])[CH3:16]

Participants

4

Reactant 3

HCID 139352511-Fluoro-2-methylpropan-2-amine hydrochlorideHCID 897821268-iodo-3-methyl-2-((1-methylcyclobutyl)amino)quinazolin-4(3H)-oneHCID 897821932-Chloro-8-iodo-3-methyl-quinazolin-4-one

Product 1

HCID 89782173HCID 89782173, compoundYield 63%

Procedure

This compound (0.71 g, 63% yield) as a yellow crystalline solid was prepared according to the procedure described for intermediate 711, using 2-chloro-8-iodo-3-methylquinazolin-4(3H)-one (700) (0.96 g, mmol), 2-fluoro-1,1-dimethyl-ethylamine hydrochloride (AmfineCom Inc; 0.69 g, 5.40 mmol) (AmfineCom Inc.) and TEA (2.1 mL, 15.10 mmol) as the starting materials. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.16 (1H, d, J=7.2 Hz), 7.96 (1H, d, J=7.4 Hz), 6.95 (1H, t, J=7.6 Hz), 6.16 (1H, br.), 5.04 (1H, s), 4.92 (1H, s), 3.47 (3H, s), 1.58 (6H, s). m/z (ESI, +ve) 375.8 (M+1-1)′).

Sources & evidence

ORD record
ord-317afedd1f0548d49712a1eba260528a
Source dataset
uspto-grants-2016_07
Patent number
US09394297B2

Reaction notes

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