Hydrochloric Acid → HCID 178457884, compound

HRID 343239Notes

Reaction equation

HRID 343239 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH2:17][CH:18]2[C:24](=[O:25])[N:23]([CH2:26][C:27]([N:29]([CH:39]([CH3:41])[CH3:40])[C:30]3[CH:35]=[CH:34][C:33]4[O:36][CH2:37][O:38][C:32]=4[CH:31]=3)=[O:28])[C:22]3[CH:42]=[CH:43][CH:44]=[CH:45][C:21]=3[N:20]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=3)[C:19]2=[O:52])=[N:9]1)=O)(C)(C)C.Cl.C(OCC)C>O1CCOCC1>[NH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH2:17][CH:18]2[C:24](=[O:25])[N:23]([CH2:26][C:27]([N:29]([CH:39]([CH3:41])[CH3:40])[C:30]3[CH:35]=[CH:34][C:33]4[O:36][CH2:37][O:38][C:32]=4[CH:31]=3)=[O:28])[C:22]3[CH:42]=[CH:43][CH:44]=[CH:45][C:21]=3[N:20]([C:46]3[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=3)[C:19]2=[O:52])=[N:9]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 10676211HCID 10676211, compound

Product 1

HCID 178457884HCID 178457884, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 2-[3-(1-Tert-butoxycarbonyl-1H-indazol-3-ylmethyl)-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl]-N-isopropyl-N-(3,4-methylenedioxy-phenyl) acetamide, prepared as in Intermediate 72, (123 mg, 0.175 mmol) and 4N HCl in dioxane (1 mL) is stirred at RT for 3 h. Diethyl ether (20 mL) is added and the resultant mixture stirred vigorously for 20 min. The solids were allowed to settle and the solvent is decanted. This procedure is repeated three times and the final solid dried by concentration in vacuo to afford the titled product (106 mg) as a white solid: 1H NMR (300 MHz, CDCl3) δ7.95 (d, 1H, J=8.3), 7.68 (d, 1H, J=8.5), 7.59 (t, 1H, J=6.8), 7.2-7.5 (m, 11H), 7.12 (t, 1H, J=8.5), 6.94 (d, 1H, J=8.2), 6.84 (dd, 1H, J=15.8, 8.3), 6.03 (s, 2H), 5.00 (m, 1H, J=6.9), 4.40 (m, 1H), 4.24 (t, 2H, J=6.1), 3.92 (dd, 1H, J=16.5, 7.7), 3.83 (dd, 1H, J=16.5, 5.8), 1.08 (m, 6H); Low resolution MS (FAB) m/e 602 (M+); Tr =23.06 min (RP-HPLC, 70% A to 70% C, 30 min).

Workup

  1. customthe solvent is decanted
  2. customthe final solid dried by concentration in vacuo

Sources & evidence

ORD record
ord-7b5bc3dce5e94eb88b21472129a3172b
Source dataset
uspto-grants-1999_01
Patent number
US05859007

Reaction notes

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