Trifluoroacetic acid → HCID 86661679, compound

HRID 1262110Notes

Reaction equation

HRID 1262110 reaction equation
C(OC(=O)[NH:7][CH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([NH:17][C:18]3[N:23]=[CH:22][C:21]4=[CH:24][CH:25]=[C:26]([C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=5[O:33][CH3:34])[N:20]4[N:19]=3)[CH:15]=2)[CH2:10][CH:9]1[OH:35])(C)(C)C.[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40]>C(Cl)Cl>[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40].[NH2:7][CH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([NH:17][C:18]3[N:23]=[CH:22][C:21]4=[CH:24][CH:25]=[C:26]([C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=5[O:33][CH3:34])[N:20]4[N:19]=3)[CH:15]=2)[CH2:10][CH:9]1[OH:35]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66711276HCID 66711276, compound

Product 1

HCID 86661679HCID 86661679, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The titled compound was prepared through an acid catalyzed deprotection using {2-hydroxy-6-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-indan-1-yl}-carbamic acid tert-butyl ester and trifluoroacetic acid in methylene chloride to provide 1-amino-6-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-indan-2-ol; compound with trifluoroacetic acid as a tan lyophilate. LCMS (E/I+) 371 (M+H). 1H NMR (400 MHz, DMSO-d6) δ 9.51 (s, 1H), 8.97 (s, 1H), 8.33 (m, 3H), 7.86 (d, 2H, J=7.6 Hz), 7.56 (s, 1H), 7.44 (t, 1H, J=8 Hz), 7.21 (d, 1H, J=8 Hz), 7.13 (m, 2H), 6.98 (d, 1H, J=4.5 Hz), 6.94 (d, 1H, J=4.5 Hz), 5.55 (broad s, 1H), 4.31 (d, 2H, J=23 Hz), 3.79 (s, 3H), 3.22 (dd, 1H, J=5.8, 15.4 Hz), 2.71 (dd, 1H, J=4.5, 15.7 Hz).

Workup

  1. customThe titled compound was prepared through an acid

Sources & evidence

ORD record
ord-55901316a5574f3cb58f120d526780f4
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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