2-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine → HCID 66712465, compound

HRID 1262164Notes

Reaction equation

HRID 1262164 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[C:17]2[C:6]([CH2:7][CH2:8][C:9]3([O:16]2)[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]3)=[CH:5][C:4]=1[NH2:19].CS([C:23]1[N:28]=[CH:27][C:26]2=[CH:29][CH:30]=[C:31]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[O:38][CH3:39])[N:25]2[N:24]=1)=O>>[CH3:1][O:2][C:3]1[CH:18]=[C:17]2[C:6]([CH2:7][CH2:8][C:9]3([O:16]2)[CH2:10][CH2:11][N:12]([CH3:15])[CH2:13][CH2:14]3)=[CH:5][C:4]=1[NH:19][C:23]1[N:28]=[CH:27][C:26]2=[CH:29][CH:30]=[C:31]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[O:38][CH3:39])[N:25]2[N:24]=1

Participants

3

Reactant 2

HCID 667107912-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazineHCID 66712137HCID 66712137, compound

Product 1

HCID 66712465HCID 66712465, compoundYield 13%

Procedure

Following a procedure analogous to 251c, 7-methoxy-1′-methyl-3,4-dihydrospiro[chromene-2,4′-piperidin]-6-amine (0.15 g, 57 mmol) and 2-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine (55 mg, 19 mmol) were converted to the title compound (15 mgs, 13%) isolated as a TFA salt. H-NMR (DMSO-d6) δ 9.47 (broad s, 1H), 8.91 (s, 1H), 7.85-7.80 (m, 2H), 7.48-7.42 (m, 2H), 7.21 (d, J=9.2 Hz, 1H), 7.13-7.09 (m, 1H), 6.97-9.92 (m, 2H), 6.54 (s, 1H), 3.83 (s, 3H), 3.78 (s, 3H), 3.39-3.32 (m, 2H), 3.23-3.13 (m, 2H), 2.85 (s, 3H), 2.59-2.55 (m, 2H), 1.95-1.77 (m, 65H); LC/MS (ESI+): 486.18 (M+H).

Sources & evidence

ORD record
ord-664e8a424ee54c519d7c7ae6e5130bd8
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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