2,4-Dichloro-6-methylquinazoline → HCID 71255746, compound

HRID 540302Notes

Reaction equation

HRID 540302 reaction equation
Cl[C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH3:13])[CH:8]=2)[N:3]=1.[NH2:14][CH2:15][C:16]1([N:22](CC2C=CC=CC=2)CC2C=CC=CC=2)[CH2:19][S:18](=[O:21])(=[O:20])[CH2:17]1.[F:37][C:38]1([F:49])[C:44]2[CH:45]=[CH:46][CH:47]=[CH:48][C:43]=2[CH2:42][NH:41][CH2:40][CH2:39]1>>[NH2:22][C:16]1([CH2:15][NH:14][C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([CH3:13])[CH:8]=3)[N:3]=[C:2]([N:41]3[CH2:40][CH2:39][C:38]([F:37])([F:49])[C:44]4[CH:45]=[CH:46][CH:47]=[CH:48][C:43]=4[CH2:42]3)[N:11]=2)[CH2:19][S:18](=[O:21])(=[O:20])[CH2:17]1

Participants

4

Reactant 3

HCID 142564832,4-Dichloro-6-methylquinazolineHCID 71262165HCID 71262165, compoundHCID 84718751HCID 84718751, compound

Product 1

HCID 71255746HCID 71255746, compound

Procedure

The title compound was prepared in analogy to Example 116-1 in Scheme 57 by using 2,4-dichloro-6-methylquinazoline, 3-(aminomethyl)-N,N-dibenzyl(1,1-dioxido)thietan-3-amine and 5,5-difluoro-1,3,4,5-tetrahydro-2H-2-benzazepine. MS obsd. (ESI+) [(M+H)+] 474, 1H NMR (400 MHz, CD3OD) δ ppm 7.73 (s, 1 H), 7.65 (d, 1 H), 7.60 (d, 1 H), 7.29-7.45 (m, 4 H), 5.02 (s, 2 H), 4.04-4.62 (m, 2 H), 4.34 (t, 2 H), 4.12 (t, 2 H), 4.01-4.04 (m, 2 H), 2.47 (m, 2 H), 2.41 (s, 3 H).

Sources & evidence

ORD record
ord-039ba3b3033a4f7393b681c22edcb21c
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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