Hydrochloric Acid → HCID 67053834, compound

HRID 2408486Notes

Reaction equation

HRID 2408486 reaction equation
[C:1]([C:4]1[N:5]=[N:6][C:7]([NH:20][C@H:21]2[CH2:26][CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22]2)=[C:8]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=3)[S:10][C:9]=12)(=[O:3])[NH2:2].Cl>>[F:19][C:15]1[CH:14]=[C:13]([C:11]2[S:10][C:9]3=[C:4]([C:1]([NH2:2])=[O:3])[N:5]=[N:6][C:7]([NH:20][C@H:21]4[CH2:26][CH2:25][CH2:24][NH:23][CH2:22]4)=[C:8]3[CH:12]=2)[CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 70665357HCID 70665357, compound

Product 1

HCID 67053834HCID 67053834, compound

Procedure

The crude product from step 5 (5)-tert-butyl 3-(7-carbamoyl-2-(3-fluorophenyl)thieno[2,3-d]pyridazin-4-ylamino)piperidine-1-carboxylate was treated with HCl (4N in dioxane, 3 mL) at room temperature for 30 min. Then the solvent was removed under reduced pressure and the residue was purified with HPLC to obtain the final compound (S)-2-(3-fluorophenyl)-4-(piperidin-3-ylamino)thieno[2,3-d]pyridazine-7-carboxamide. HPLC-MS tR=1.27 min (UV254 nm); mass calculated for formula C18H18FN5OS 371.1, observed LCMS m/z 372.1 (M+H).

Workup

  1. customThen the solvent was removed under reduced pressure
  2. customthe residue was purified with HPLC

Sources & evidence

ORD record
ord-d7e793a87a3842b0920bbf7d7dad0ec6
Source dataset
uspto-grants-2014_08
Patent number
US08815863B2

Reaction notes

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