Hydrochloric Acid → Hydrochloric Acid

HRID 712029Notes

Reaction equation

HRID 712029 reaction equation
[OH:1][C@@H:2]([C:4]1[N:15]([CH:16]2[CH2:21][CH2:20][CH:19]([NH:22]C(=O)OC(C)(C)C)[CH2:18][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:30].O1CCOCC1>C(Cl)Cl>[ClH:30].[ClH:30].[NH2:22][CH:19]1[CH2:20][CH2:21][CH: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][CH2:18]1.[ClH:30]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86717483HCID 86717483, compound

Product 2

HCID 313Hydrochloric AcidYield 94%HCID 86717484HCID 86717484, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl (4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)carbamate (0.22 g, 0.53 mmol) was treated with 4.0 M hydrogen chloride in dioxane (0.66 mL, 2.6 mmol) in methylene chloride (3 mL) at room temperature overnight. The mixture was concentrated to give the desired product as HCl salt (0.22 g, 94%). LCMS calculated for C16H21N4OS (M+H)+: m/z=317.1. Found: 317.0.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-db2626947d664a20b1ba40bc788591a5
Source dataset
uspto-grants-2015_11
Patent number
US09181271B2

Reaction notes

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