Trifluoroacetic acid → HCID 66711656, compound

HRID 1262161Notes

Reaction equation

HRID 1262161 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[N:39]([CH3:44])[S:40]([CH3:43])(=[O:42])=[O:41])[N:26]2[N:25]=1)=O.C(O)(C(F)(F)F)=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[N:39]([CH3:44])[S:40]([CH3:43])(=[O:42])=[O:41])[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

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 54577677N-[2-(2-M ethanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-N-methyl-methanesulfonamideHCID 66711586HCID 66711586, compound

Product 1

HCID 66711656HCID 66711656, compoundYield 13.2%

Procedure

Following a procedure analogous to 251c, 3-Methoxy-6-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamine (0.095 g, 0.34 mmol) and N-[2-(2-Methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-N-methyl-methanesulfonamide (63 mg, 0.17 mol) were converted to the title compound (25.89 mgs) as a TFA salt. H-NMR (CDCl3) δ 9.59 (broad s, 1H-TFA), 8.96 (s, 1H), 7.90 (d, J=8.5 Hz, 1H), 7.81 (s, 1H), 7.68-7.49 (m, 4H), 6.98-6.95 (m, 3H), 4.06-4.00 (m, 2H), 3.85 (s, 3H), 3.78-3.69 (m, 2H), 3.44-3.14 (complex series of m, 7H), 3.90-3.04 (m, 5H), 2.86 (s, 3H), 2.68-2.58 (m, 1H), 2.39-2.19 (m, 3H) 2.09-1.87 (m, 2H); LC/MS (ESI+): 577.2 (M+H).

Sources & evidence

ORD record
ord-b63c72531fb04ceaac3d5047abc9e893
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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