Trifluoroacetic acid → HCID 59612378, compound

HRID 1890061Notes

Reaction equation

C(OC([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([NH:17][C:18]3[N:34]=[C:21]4[C:22]([C:26]5[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH3:33])[CH:27]=5)=[CH:23][CH:24]=[CH:25][N:20]4[N:19]=3)[CH:14]=2)[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>>[CH2:9]1[C:10]2[C:15](=[CH:14][C:13]([NH:17][C:18]3[N:34]=[C:21]4[C:22]([C:26]5[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH3:33])[CH:27]=5)=[CH:23][CH:24]=[CH:25][N:20]4[N:19]=3)=[CH:12][CH:11]=2)[CH2:16][NH:8]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 67481504HCID 67481504, compound

Product 1

HCID 59612378HCID 59612378, compound

Procedure

(2,3-Dihydro-1H-isoindol-5-yl)-[8-(3-methoxy-phenyl)-[1,2,4]-triazolo[1,5-a]pyridin-2-yl]-amine was prepared from 5-[8-(3-methoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridine-2-ylamino]-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester and trifluoroacetic acid (0.500 mL) in a manner analogous to Example 312 to give product (0.025 g). MP=95-97° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.68 (s, 1H), 8.80 (d, 1H), 7.85 (d, 1H), 7.80 (s, 1H), 7.70 (m, 2H), 7.52 (m, 1H), 7.45 (m, 1H), 7.18 (d, 1H), 7.10 (t, 1H), 7.00 (d, 1H), 4.10 (br m, 4H), 3.86 (s, 3H), 3.40 (br m, 1H). MS=358 (MH)+.

Sources & evidence

ORD record: ord-e66548a3969a478c9b3be06ae4cd05e6
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08501936B2

Reaction notes

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