2-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine → HCID 66712168, compound

HRID 1262160Notes

Reaction equation

HRID 1262160 reaction equation
[CH3:1][O:2][C:3]1[C:19]([NH2:20])=[CH:18][C:6]2[CH2:7][CH2:8][CH2:9][CH:10]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[CH2:11][C:5]=2[CH:4]=1.CS([C:24]1[N:29]=[CH:28][C:27]2=[CH:30][CH:31]=[C:32]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=3[O:39][CH3:40])[N:26]2[N:25]=1)=O>>[CH3:1][O:2][C:3]1[C:19]([NH:20][C:24]2[N:29]=[CH:28][C:27]3=[CH:30][CH:31]=[C:32]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=4[O:39][CH3:40])[N:26]3[N:25]=2)=[CH:18][C:6]2[CH2:7][CH2:8][CH2:9][CH:10]([N:12]3[CH2:13][CH2:14][O:15][CH2:16][CH2:17]3)[CH2:11][C:5]=2[CH:4]=1

Participants

3

Reactant 2

HCID 667107912-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazineHCID 66711586HCID 66711586, compound

Product 1

HCID 66712168HCID 66712168, compoundYield 6.6%

Procedure

Following a procedure analogous to 251c, 3-Methoxy-6-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamine (0.164 g, 0.59 mmol) and 2-methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine (85 mg, 0.30 mol) were converted to the title compound (19.6 mgs). 1H-NMR (DMSO-d6) δ 8.70 (s, 1H), 8.16 (s, 1H), 8.02 (d, J=7.4 Hz, 1H), 7.45-7.41 (m, 2H), 7.50-7.45 (m, 2H), 7.14-7.07 (m, 2H), 7.03 (d, J=4.9 Hz, 1H), 6.71 (s, 1H), 3.90 (s, 3H), 3.86 (s, 3H), 3.79-3.74 (m, 4H), 2.91-2.50 (complex series of m, 7H), 2.40 (t, J=10.6 Hz, 1H), 2.16-2.00 (m, 2H), 1.80-1.70 (m, 1H), 1.43-1.33 (m, 1H); LC/MS (ESI+): 500.17 (M+H).

Sources & evidence

ORD record
ord-66f07a3893c14827b6093ebf4eaab01c
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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