Hydrochloric Acid → HCID 67438617, compound

HRID 1664940Notes

Reaction equation

HRID 1664940 reaction equation
Cl.[F:2][C:3]1[C:8]([F:9])=[CH:7][CH:6]=[CH:5][C:4]=1[C@H:10]1[CH2:16][N:15]2[C:17]([C:20]3([C:23]([F:26])([F:25])[F:24])[CH2:22][CH2:21]3)=[N:18][N:19]=[C:14]2[C@H:13]([NH:27]C(=O)OC(C)(C)C)[CH2:12][CH2:11]1>O1CCOCC1>[F:2][C:3]1[C:8]([F:9])=[CH:7][CH:6]=[CH:5][C:4]=1[C@H:10]1[CH2:16][N:15]2[C:17]([C:20]3([C:23]([F:26])([F:24])[F:25])[CH2:21][CH2:22]3)=[N:18][N:19]=[C:14]2[C@H:13]([NH2:27])[CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86620146tert-butyl {(6S,9R)-6-(2,3-difluorophenyl)-3-[1-(trifluoromethyl)cyclopropyl]-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-9-yl}carbamate

Product 1

HCID 67438617HCID 67438617, compoundYield 122.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Hydrochloric acid (4.0 M in dioxane; 5 mL, 20.0 mmol) was added to a solution of tert-butyl {(6S,9R)-6-(2,3-difluorophenyl)-3-[1-(trifluoromethyl)cyclopropyl]-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-9-yl}carbamate (440 mg, 0.93 mmol) in 1,4-dioxane (5 mL). After 1.5 h, the reaction was concentrated to give the bis hydrochloride salt of the title compound (425 mg). MS 347.1 (M+1).

Workup

  1. concentrationthe reaction was concentrated

Sources & evidence

ORD record
ord-ee98b5944c234f06b0d124f6d7d8c575
Source dataset
uspto-grants-2011_10
Patent number
US08039460B2

Reaction notes

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