4-(4-Aminobenzyl)thiomorpholine 1,1-dioxide → HCID 86661688, compound

HRID 1262204Notes

Reaction equation

HRID 1262204 reaction equation
CS([C:4]1[N:9]=[CH:8][C:7]2=[CH:10][CH:11]=[C:12]([C:13]3[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=3)[N:6]2[N:5]=1)=O.[O:19]=[S:20]1(=[O:34])[CH2:25][CH2:24][N:23]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([NH2:33])=[CH:29][CH:28]=2)[CH2:22][CH2:21]1>>[O:34]=[S:20]1(=[O:19])[CH2:21][CH2:22][N:23]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([NH:33][C:4]3[N:9]=[CH:8][C:7]4=[CH:10][CH:11]=[C:12]([C:13]5[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=5)[N:6]4[N:5]=3)=[CH:29][CH:28]=2)[CH2:24][CH2:25]1

Participants

3

Reactant 2

HCID 27796824-(4-Aminobenzyl)thiomorpholine 1,1-dioxideHCID 667112752-Methanesulfinyl-7-pyridin-3-yl-pyrrolo[2,1-f][1,2,4]triazine

Product 1

HCID 86661688HCID 86661688, compound

Procedure

[4-(1,1-Dioxo-1$1(6)-thiomorpholin-4-ylmethyl)-phenyl]-(7-pyridin-3-yl-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-amine was prepared from 2-methanesulfinyl-7-pyridin-3-yl-pyrrolo[2,1-f][1,2,4]triazine and 4-(1,1-dioxo-1$1(6)-thiomorpholin-4-ylmethyl)-phenylamine in an analogous manner to Example 1049. Product isolated as an orange foam (19 mg, 11%). LCMS (m/e) 435 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 9.30 (s, 1H), 8.76 (s, 1H), 8.62 (d, 1H, J=3.8 Hz), 8.49-8.42 (m, 1H), 7.59 (d, 2H, J=8.4 Hz), 7.42 (dd, 1H, J=8.0 and 4.8 MHz), 7.29 (d, 2H, J=8.4 Hz), 7.04 (d, 1H, J=4.8 Hz), 6.95 (s, 1H), 6.88 (d, 1H, J=4.8 Hz), 3.62 (s, 2H), 3.10-3.03 (m, 4H), 3.02-2.96 (m, 4H).

Sources & evidence

ORD record
ord-e63c261490ca47599d0f9d10273e85f9
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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