Trifluoroacetic acid → HCID 59354994, compound

HRID 2196431Notes

Reaction equation

O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][C@@H:13]([NH:25][C:26](=[O:39])[C:27]1[CH:32]=[CH:31][C:30]([C:33]2[N:37]([CH3:38])[N:36]=[N:35][CH:34]=2)=[CH:29][CH:28]=1)[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=C[C:16]=1[C:21]([F:24])(F)F.C(O)(C(F)(F)F)=O>>[NH2:3][CH2:12][C@@H:13]([NH:25][C:26](=[O:39])[C:27]1[CH:28]=[CH:29][C:30]([C:33]2[N:37]([CH3:38])[N:36]=[N:35][CH:34]=2)=[CH:31][CH:32]=1)[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:21]([F:24])[CH:16]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 59355007HCID 59355007, compound

Product 1

HCID 59354994HCID 59354994, compound

Procedure

The title compound was prepared as a white solid according to the procedure of Example 43, except substituting N-{(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}-4-(1-methyl-1H-1,2,3-triazol-5-yl)benzamide for N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-4-(1-methyl-1H-1,2,3-triazol-5-yl)benzamide. The title compound was a TFA salt: LC-MS (ES) m/z 354.2 (M+H)+, 1H NMR (400 MHz, MeOD) δ ppm 7.94-7.90 (m, 3H), 7.69 (m, 2H), 7.33 (m, 1H) 7.15-7.07 (m, 2H), 6.98 (m, 1H), 4.62 (m, 1H), 4.15 (s, 3H), 3.30-2.96 (m, 4H).

Workup

customThe title compound was prepared as a white solid

Sources & evidence

ORD record: ord-454b3805cb25401f9d531b466820aaff
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08338434B2

Reaction notes

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