Hydrochloric Acid → HCID 86717543, compound

HRID 712087Notes

Reaction equation

HRID 712087 reaction equation
[OH:1][C@@H:2]([C:4]1[N:15]([C@H:16]2[CH2:21][CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17]2)[C:7]2=[C:8]3[S:14][CH:13]=[CH:12][C:9]3=[N:10][CH:11]=[C:6]2[N:5]=1)[CH3:3].[ClH:29].O1CCOCC1>C(Cl)Cl>[ClH:29].[NH:18]1[CH2:19][CH2:20][CH2:21][C@H:16]([N:15]2[C:7]3=[C:8]4[S:14][CH:13]=[CH:12][C:9]4=[N:10][CH:11]=[C:6]3[N:5]=[C:4]2[C@H:2]([OH:1])[CH3:3])[CH2:17]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86717542HCID 86717542, compound

Product 1

HCID 86717543HCID 86717543, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl (3S)-3-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}piperidine-1-carboxylate (0.25 g, 0.62 mmol) in methylene chloride (3.5 mL) was added 4.0 M hydrogen chloride in 1,4-dioxane (1.2 mL, 5.0 mmol). A precipitate immediately formed. The reaction was stirred at room temperature for 2 h. The solvents were evaporated and the solids dried in vacuo to give 0.21 g of the product as the HCl salt. LCMS calculated for C15H19N4OS (M+H)+: m/z=303.1. Found: 303.0.

Workup

  1. customA precipitate immediately formed
  2. customThe solvents were evaporated
  3. customthe solids dried in vacuo

Sources & evidence

ORD record
ord-95b7a2fcfeda435dbfb67bd09d4cb02c
Source dataset
uspto-grants-2015_11
Patent number
US09181271B2

Reaction notes

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