Phenethylamine, m-trifluoromethyl- → HCID 50924137, compound

HRID 570405Notes

Reaction equation

C(OC(N1[CH2:12][CH2:11][CH:10]([NH:13][C:14]([C:16]2[S:17][CH:18]=[CH:19][C:20]=2[NH:21][C:22]2[CH:27]=[CH:26][N:25]=[C:24]3[NH:28][CH:29]=[CH:30][C:23]=23)=[O:15])C1)=O)(C)(C)C.[F:31][C:32]([F:43])([F:42])[C:33]1[CH:34]=C(CCN)[CH:36]=[CH:37][CH:38]=1>>[F:31][C:32]([F:43])([F:42])[C:33]1[CH:34]=[C:12]([CH2:11][CH2:10][NH:13][C:14]([C:16]2[S:17][CH:18]=[CH:19][C:20]=2[NH:21][C:22]2[CH:27]=[CH:26][N:25]=[C:24]3[NH:28][CH:29]=[CH:30][C:23]=23)=[O:15])[CH:36]=[CH:37][CH:38]=1

Participants

Reactant 2

HCID 104223Phenethylamine, m-trifluoromethyl-

HCID 669579823-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 50924137HCID 50924137, compound

Procedure

This compound was prepared in an analogous manner as 3-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester using 2-(3-trifluoromethylphenyl)ethylamine instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 431 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.53 (1H, br. s.) 10.28 (1H, s) 8.20 (1H, t, J=5.56 Hz) 8.02 (1H, d, J=5.27 Hz) 7.77 (1H, d, J=5.47 Hz) 7.60 (1H, s) 7.44-7.56 (4H, m) 7.31 (1H, dd, J=3.32, 2.54 Hz) 6.82 (1H, d, J=5.47 Hz) 6.42 (1H, dd, J=3.42, 1.85 Hz) 3.47-3.56 (2H, m) 2.94 (2H, t, J=7.03 Hz)

Sources & evidence

ORD record: ord-3092834aad454a7daf6f357fa505eb28
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09023847B2

Reaction notes

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