Hydrochloric Acid → HCID 59208193, compound

HRID 2243313Notes

Reaction equation

HRID 2243313 reaction equation
[C:1]([C@H:4]([NH:31]C(=O)O)[CH2:5][C:6](=[O:30])[NH:7][CH:8]1[C:20]2[CH:19]=[CH:18][CH:17]=[C:16]([C:21]3[NH:29][C:24]4[CH:25]=[N:26][CH:27]=[CH:28][C:23]=4[N:22]=3)[C:15]=2[C:14]2[C:9]1=[CH:10][CH:11]=[CH:12][CH:13]=2)(=[O:3])[NH2:2].Cl>O1CCOCC1>[NH2:31][C@H:4]([CH2:5][C:6]([NH:7][CH:8]1[C:20]2[CH:19]=[CH:18][CH:17]=[C:16]([C:21]3[NH:29][C:24]4[CH:25]=[N:26][CH:27]=[CH:28][C:23]=4[N:22]=3)[C:15]=2[C:14]2[C:9]1=[CH:10][CH:11]=[CH:12][CH:13]=2)=[O:30])[C:1]([NH2:2])=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131727934HCID 131727934, compound

Product 1

HCID 59208193HCID 59208193, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

Dissolve 144 mg of tert-butyl ester of {(R)-1-carbamoyl-2-[4-(3H-imidazo[4,5-c]pyridin-2-yl)-9H-fluoren-9(R,S)-ylcarbamoyl]-ethyl}-carbamoic acid, obtained in Example 59, in 5 ml of dioxan and add 1 ml of a 4M solution of hydrochloric acid in dioxan. After stirring for 5 hours at room temperature, dry the solid that formed. After washing successively with a saturated aqueous solution of sodium hydrogen carbonate, then with dichloromethane, we obtain 145 mg of (R)-2-amino-N4-[4-(3H-imidazo[4,5-c]pyridin-2-yl)-9H-fluoren-9(R,S)-yl]-succinamide, in the form of a pale green, crystalline solid, with the following characteristics:

Workup

  1. customdry the solid
  2. customthat formed
  3. washAfter washing successively with a saturated aqueous solution of sodium hydrogen carbonate

Sources & evidence

ORD record
ord-c007796ee2674a74b7cd069ae8379b4a
Source dataset
uspto-grants-2010_03
Patent number
US07674795B2

Reaction notes

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