1,4-Dioxane hydrochloride → HCID 59543058, compound

HRID 1045892Notes

Reaction equation

HRID 1045892 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][C@@H:15]2[CH2:19][S:18][C:17]([C:20]3[NH:21][C:22]4[C:27]([CH:28]=3)=[CH:26][C:25]([Cl:29])=[CH:24][C:23]=4[NH:30][CH:31]3[CH2:36][CH2:35][O:34][CH2:33][CH2:32]3)=[N:16]2)[CH2:9]1)(C)(C)C.O1CCOCC1.Cl>ClCCl>[NH2:7][C@H:8]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][C@@H:15]2[CH2:19][S:18][C:17]([C:20]3[NH:21][C:22]4[C:27]([CH:28]=3)=[CH:26][C:25]([Cl:29])=[CH:24][C:23]=4[NH:30][CH:31]3[CH2:36][CH2:35][O:34][CH2:33][CH2:32]3)=[N:16]2)[CH2:9]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 59542949HCID 59542949, compound

Product 1

HCID 59543058HCID 59543058, compoundYield 76.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[(S)-1-(2-{(R)-2-[5-chloro-7-(tetrahydro-pyran-4-ylamino)-1H-indol-2-yl]-4,5-dihydro-thiazol-4-yl}-ethyl)-pyrrolidin-3-yl]-carbamic acid t-butyl ester (150 mg, 0.27 mmol) prepared in Example 169 was dissolved in dichloromethane (30 mL). 4N hydrochloric acid dioxane solution (0.34 mL, 1.35 mmol) was added thereto, and the mixture was stirred for 4 h at room temperature. After completion of the reaction, the solvent was removed under reduced pressure. The residue was recrystallized from DCM/ethylether to give the title compound (92 mg, Yield 75%).

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was removed under reduced pressure
  3. customThe residue was recrystallized from DCM/ethylether

Sources & evidence

ORD record
ord-98b8a3cdb94d4caeba512f07b186ec79
Source dataset
uspto-grants-2013_10
Patent number
US08569307B2

Reaction notes

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