Hydrochloric Acid → HCID 178491208, compound

HRID 343241Notes

Reaction equation

HRID 343241 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:38]([CH3:40])[CH3:39])[C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([O:36][CH3:37])[CH:31]=3)=[O:28])[C:22]3[CH:41]=[CH:42][CH:43]=[CH:44][C:21]=3[N:20]([C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)[C:19]2=[O:51])=[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:38]([CH3:40])[CH3:39])[C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([O:36][CH3:37])[CH:31]=3)=[O:28])[C:22]3[CH:41]=[CH:42][CH:43]=[CH:44][C:21]=3[N:20]([C:45]3[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=3)[C:19]2=[O:51])=[N:9]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 10556539HCID 10556539, compound

Product 1

HCID 178491208HCID 178491208, 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-methoxy-phenyl) acetamide, prepared as in Intermediate 74, (250 mg, 0.363 mmol) and 4N HCl in dioxane (2 mL) is stirred at RT for 2 h. Diethyl ether (40 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 title compound (197 mg) as a white powdery solid: 1H NMR (300 MHz, CDCl3) δ8.05 (d, 1H, J=8.6), 7.76 (d, 1H, J=8.5), 7.67 (t, 1H, J=8.8), 7.5-7.2 (m, 12H), 7.16 (t, 1H, J=6.3), 6.98 (t, 2H, J=7.3), 5.05 (m, 1H, J=6.9), 4.36 (s, br, 2H), 3.94 (t, 1H, J=7.0), 3.82 (s, br, 2H), 3.74 (s, 3H), 1.16 (m, 6H); Low resolution MS (FAB) m/e 588 (M+).

Workup

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

Sources & evidence

ORD record
ord-430a8573248641e8af665044e3fe9a8f
Source dataset
uspto-grants-1999_01
Patent number
US05859007

Reaction notes

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