Hydrochloric Acid → HCID 57900399, compound

HRID 84627Notes

Reaction equation

HRID 84627 reaction equation
Cl.[N:2]1[C:12]2[C:11]3[S:13][C:14]([C:16]4[CH:30]=[CH:29][C:19]([CH2:20][NH:21]C(=O)OC(C)(C)C)=[CH:18][CH:17]=4)=[CH:15][C:10]=3[CH2:9][CH2:8][O:7][C:6]=2[CH:5]=[CH:4][CH:3]=1>O1CCOCC1.C(Cl)Cl>[N:2]1[C:12]2[C:11]3[S:13][C:14]([C:16]4[CH:30]=[CH:29][C:19]([CH2:20][NH2:21])=[CH:18][CH:17]=4)=[CH:15][C:10]=3[CH2:9][CH2:8][O:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57900451HCID 57900451, compound

Product 1

HCID 57900399HCID 57900399, compoundYield 68.9%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

Following Scheme 5,2-bromo-6,7-dihydropyrido[3,2-b]thieno[2,3-d]oxepine and 4-(N-Boc-aminomethyl)-phenylboronic acid were reacted to give tert-butyl 4-(6,7-dihydropyrido[3,2-b]thieno[2,3-d]oxepin-9-yl)benzylcarbamate. MS: (ESI+)=409.1. Hydrogen chloride in dioxane (4 ml, 4 N) was added to a solution of 67 mg (0.16 mmol) of tert-butyl 4-(6,7-dihydropyrido[3,2-b]thieno[2,3-d]oxepin-9-yl)benzylcarbamate in 6 ml of methylene chloride and the mixture was stirred for 2 hours. The precipitate was collected, washed with methylene chloride and ethyl ether and dried in vacuum to give 335 (34 mg, 55%). MS: (ESI+) 309.1.

Workup

  1. customThe precipitate was collected
  2. washwashed with methylene chloride and ethyl ether
  3. customdried in vacuum

Sources & evidence

ORD record
ord-7b9ce26d12494561bd8d4f60018ce89f
Source dataset
uspto-grants-2014_09
Patent number
US08846762B2

Reaction notes

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