Hydrogen chloride-ethyl acetate → HCID 67778288, compound

HRID 1026358Notes

Reaction equation

HRID 1026358 reaction equation
[ClH:1].C(OCC)(=O)C.COC[O:11][C:12]1[CH:39]=[CH:38][C:15]2[CH2:16][C:17]([C:20]3[N:25]=[CH:24][C:23]([O:26][CH2:27][C@@H:28]([NH:30]C(=O)OC(C)(C)C)[CH3:29])=[CH:22][CH:21]=3)([CH3:19])[O:18][C:14]=2[CH:13]=1>C(OCC)(=O)C>[ClH:1].[ClH:1].[NH2:30][C@@H:28]([CH3:29])[CH2:27][O:26][C:23]1[CH:22]=[CH:21][C:20]([C:17]2([CH3:19])[CH2:16][C:15]3[CH:38]=[CH:39][C:12]([OH:11])=[CH:13][C:14]=3[O:18]2)=[N:25][CH:24]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86666327HCID 86666327, compound

Product 1

HCID 67778288HCID 67778288, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4 M hydrogen chloride/ethyl acetate (10 mL) was added dropwise to a solution of diastereomer of tert-butyl [(1S)-2-({6-[6-(methoxymethoxy)-2-methyl-2,3-dihydro-1-benzofuran-2-yl]pyridin-3-yl}oxy)-1-methylethyl]carbamate (1000 mg) in ethyl acetate (20 mL) at room temperature. The mixture was stirred at room temperature for 3 hr. The resulting precipitate was collected by filtration to give the title compound (650 mg).

Workup

  1. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-9fda531d0d894c63b88913ed1c120e4e
Source dataset
uspto-grants-2014_05
Patent number
US08729102B2

Reaction notes

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