2-(tert-butylamino)-8-iodo-3-(2-methoxyethyl)quinazolin-4(3H)-one → 2-(tert-butylamino)-8-iodo-3-(2-(2-methoxy-ethoxy)ethyl)quinazolin-4(3H)-one
Reaction equation
[C:1]([NH:5][C:6]1[N:15]([CH2:16][CH2:17][O:18][CH3:19])[C:14](=[O:20])[C:13]2[C:8](=[C:9]([I:21])[CH:10]=[CH:11][CH:12]=2)[N:7]=1)([CH3:4])([CH3:3])[CH3:2].IC1C=CC=C2C=1N=C(SC)N(C[CH2:36][O:37][CH2:38]COC)C2=O>>[C:1]([NH:5][C:6]1[N:15]([CH2:16][CH2:17][O:18][CH2:19][CH2:36][O:37][CH3:38])[C:14](=[O:20])[C:13]2[C:8](=[C:9]([I:21])[CH:10]=[CH:11][CH:12]=2)[N:7]=1)([CH3:4])([CH3:2])[CH3:3]Participants
3
Procedure
This compound (0.33 g, 0.74 mmol) was prepared according to the procedures described for Intermediate 715, starting from 8-iodo-3-(2-(2-methoxyethoxyl)ethyl)-2-(methylthio)quinazolin-4(3H)-one (716b; 0.79 g, 1.87 mmol). 1H NMR (400 MHz, CDCl3) δ ppm 8.08 (ddd, J=14.43, 7.68, 1.56 Hz, 2H), 6.84 (t, J=7.73 Hz, 1H), 6.20 (s, 1H), 4.19-4.25 (m, 2H), 3.81-3.86 (m, 2H), 3.60-3.65 (m, 2H), 3.51-3.56 (m, 2H), 3.35 (s, 3H), 1.61 (s, 9H). m/z (ESI, +ve ion) 446.0 (M+H)+.
Sources & evidence
- ORD record
- ord-23cc7b602b824e759806006d801243f4
- Source dataset
- uspto-grants-2016_07
- Patent number
- US09394297B2
Reaction notes
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