Trifluoroacetic acid → HCID 178457887, compound

HRID 343234Notes

Reaction equation

HRID 343234 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH2:18][CH:19]3[C:25](=[O:26])[N:24]([CH2:27][C:28]([N:30]([CH:37]([CH3:39])[CH3:38])[C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[O:29])[C:23]4[CH:40]=[CH:41][CH:42]=[CH:43][C:22]=4[N:21]([C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=4)[C:20]3=[O:50])=[N:7][N:8]2C(OC(C)(C)C)=O)=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH2:18][CH:19]3[C:25](=[O:26])[N:24]([CH2:27][C:28]([N:30]([CH:37]([CH3:39])[CH3:38])[C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[O:29])[C:23]4[CH:40]=[CH:41][CH:42]=[CH:43][C:22]=4[N:21]([C:44]4[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=4)[C:20]3=[O:50])=[N:7][NH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 677004612-[3-(6-Fluoro-1-tert-butoxycarbonyl-1H-indazol-3-ylmethyl)-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl)-N-isopropyl-N-phenyl-acetamide

Product 1

HCID 178457887HCID 178457887, compoundYield 70.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

400 mg of 2-[3-(6-Fluoro-1-tert-butoxycarbonyl-1H-indazol-3-ylmethyl)-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl)-N-isopropyl-N-phenyl-acetamide, prepared as in Intermediate 69, is dissolved in 10 mL of CHCl3 and 5 mL of TFA is added. The reaction mixture is stirred for 6 h and the solvents were removed in vacuo to afford 240 mg of the title compound: 1H NMR (400 MHz, DMSO-d6) δ7.82-6.88 (m, 18H), 4.77(m, 1H, J=6.8), 4.45 (d, 1H, J=16.8), 4.12 (m, 2H), 3.41 (m, 2H), 0.95 (t, 6H, J=6.8); low resolution MS (FAB) m/e 576 (MH+); Tr =10.31 min. (HPLC Column: Dynamax C-8 2 mL/min., 50-90% Acetonitrile in aqueous TFA (0.1% v/v) over 15 min.).

Workup

  1. customthe solvents were removed in vacuo

Sources & evidence

ORD record
ord-623c5e68af6d4cd5b7ff36c388e22b32
Source dataset
uspto-grants-1999_01
Patent number
US05859007

Reaction notes

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