Trifluoroacetic acid → HCID 66712183, compound

HRID 1262414Notes

Reaction equation

HRID 1262414 reaction equation
Cl.Cl.Cl.N1(CC2NC3C=C(N)C=CC=3N=2)CCOCC1.[CH3:21][O:22][C:23]1[N:28]=[CH:27][C:26]([C:29]2[N:37]3[C:32]([CH:33]=[N:34][C:35]([NH:38][C:39]4[CH:54]=[CH:53][C:42]5[N:43]=[C:44]([CH2:46][N:47]6[CH2:52][CH2:51][O:50][CH2:49][CH2:48]6)[NH:45][C:41]=5[CH:40]=4)=[N:36]3)=[CH:31][CH:30]=2)=[CH:25][CH:24]=1.FC(F)(F)S(O)(=O)=O.C(O)(C(F)(F)F)=O>>[CH3:21][O:22][C:23]1[N:28]=[CH:27][C:26]([C:29]2[N:37]3[C:32]([CH:33]=[N:34][C:35]([NH:38][C:39]4[CH:54]=[CH:53][C:42]5[N:43]=[C:44]([CH2:46][N:47]6[CH2:52][CH2:51][O:50][CH2:49][CH2:48]6)[NH:45][C:41]=5[CH:40]=4)=[N:36]3)=[CH:31][CH:30]=2)=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 17385579HCID 17385579, compoundHCID 86661701HCID 86661701, compound

Product 1

HCID 66712183HCID 66712183, compound

Procedure

Analogous to Example 1510b, 2-Morpholin-4-ylmethyl-3H-benzoimidazol-5-ylamine trihydrochloride (41 mg, 0.12 mmol) was reacted with Trifluoro-methanesulfonic acid [7-(6-Methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(2-morpholin-4-ylmethyl-3H-benzimidazol-5-yl)-amine as the TFA salt (39 mg, 67%). LCMS (HPLC): 0.80 min, m/z=457 (M+H); 1H-NMR (DMSO-d6): 9.70 (s, 1H), 9.03 (s, 1H), 8.93 (s, 1H), 8.59 (dd, 1H, J=2.0, 8.8 Hz), 8.10 (s, 1H), 7.66 (m, 2H), 7.23 (d, 1H, J=4.7 Hz), 7.01 (m, 2H), 4.33 (s, 2H), 3.94 (s, 3H), 3.78 (br s, 4H), 3.00 (br s, 4H).

Workup

  1. custom0.80 min, m/z=457 (M+H)

Sources & evidence

ORD record
ord-86e853c16be646998fe70ecd2947cd3b
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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