Hydrochloric Acid → HCID 22009125, compound

HRID 323506Notes

Reaction equation

HRID 323506 reaction equation
[Li].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH:47]=[C:48]([O:52][CH3:53])[C:49]=1[O:50][CH3:51])[CH2:7][N:8]1[CH2:12][CH2:11][C:10]([CH2:21][CH2:22][CH2:23][N:24]2[CH2:29][CH2:28][CH:27]([NH:30][C:31]3[N:35]([CH2:36][CH2:37][CH2:38][C:39]([OH:41])=[O:40])[C:34]4[CH:42]=[CH:43][CH:44]=[CH:45][C:33]=4[N:32]=3)[CH2:26][CH2:25]2)([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[C:9]1=[O:46].CO.[ClH:56].C(OCC)C>O1CCOCC1>[ClH:56].[CH3:53][O:52][C:48]1[CH:47]=[C:6]([CH:5]=[C:4]([O:3][CH3:2])[C:49]=1[O:50][CH3:51])[CH2:7][N:8]1[CH2:12][CH2:11][C:10]([CH2:21][CH2:22][CH2:23][N:24]2[CH2:29][CH2:28][CH:27]([NH:30][C:31]3[N:35]([CH2:36][CH2:37][CH2:38][C:39]([OH:41])=[O:40])[C:34]4[CH:42]=[CH:43][CH:44]=[CH:45][C:33]=4[N:32]=3)[CH2:26][CH2:25]2)([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[C:9]1=[O:46]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3283Diethyl EtherHCID 70247183HCID 70247183, compound

Product 1

HCID 22009125HCID 22009125, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
-30 °C

Procedure

Combine 1-(3,4,5-trimethoxybenzyl)-3-(3-(4-(1-(3-carboxypropyl)-1H-benzimidazol-2-yl-amino)piperidin-1-yl)propyl)-3-(4-fluorophenylmethyl)-2-oxopyrrolidine lithium salt (0.21 g, 0.29 mmol) and methanol (10 mL). Add a solution of hydrochloric acid (0.3 mL, 4 M) in dioxane. After 10 minutes, pour the reaction mixture into diethyl ether (300 mL) and cool to about −30° C. to give a solid. Collect the solid by filtration and dry to give the title compound.

Workup

  1. customto give a solid
  2. customCollect the solid
  3. filtrationby filtration
  4. customdry

Sources & evidence

ORD record
ord-3aa64a4a26634398989d4ee3fabb9cb3
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Reaction notes

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