Hydrochloric Acid → HCID 68770609, compound

HRID 1947532Notes

Reaction equation

HRID 1947532 reaction equation
C(O)=O.C(OC(=O)[NH:10][CH:11]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[O:18][C:19]3[CH:25]=[C:24]([O:26][C:27]4[S:28][C:29]5[C:30]([N:35]=4)=[N:31][CH:32]=[CH:33][CH:34]=5)[CH:23]=[CH:22][C:20]=3[CH:21]=2)[CH2:12]1)(C)(C)C.[ClH:37].O1CCOCC1>C(Cl)Cl>[ClH:37].[S:28]1[C:29]2[C:30](=[N:31][CH:32]=[CH:33][CH:34]=2)[N:35]=[C:27]1[O:26][C:24]1[CH:23]=[CH:22][C:20]2[CH:21]=[C:17]([CH2:16][N:13]3[CH2:14][CH2:15][CH:11]([NH2:10])[CH2:12]3)[O:18][C:19]=2[CH:25]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 68770272HCID 68770272, compound

Product 1

HCID 68770609HCID 68770609, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of {1-[6-(thiazolo[4,5-b]pyridin-2-yloxy)-benzofuran-2-ylmethyl]-pyrrolidin-3-yl}-carbamic acid tert-butyl ester formate (435 mg, 0.849 mmol) in DCM (10 mL) was added 4 M HCl in dioxane (1.06 mL, 4.25 mmol) and the reaction mixture was stirred (rt, 14 h). The reaction mixture was concentrated in vacuo to afford the title compound as a yellow solid (320 mg, 95%). MS (ESI): mass calcd. for C19H18N4O2S, 366.1; m/z found, 367.1 [M+H]+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-43374a93de2449ccaa409ab9e0fe274f
Source dataset
uspto-grants-2013_03
Patent number
US08399465B2

Reaction notes

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