Hydrochloric Acid → HCID 136333974, compound

HRID 2038732Notes

Reaction equation

C(OC([N:8]1[CH2:14][CH2:13][C:12]2[N:15]=[C:16]([C:26]3[C:34]4[C:29](=[CH:30][C:31]([C:35]5[CH:40]=[C:39]([F:41])[C:38]([O:42][CH3:43])=[CH:37][C:36]=5[CH2:44][CH3:45])=[CH:32][CH:33]=4)[N:28](C4CCCCO4)[N:27]=3)[N:17](COCC[Si](C)(C)C)[C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:52]>CO>[ClH:52].[ClH:52].[ClH:52].[CH2:44]([C:36]1[CH:37]=[C:38]([O:42][CH3:43])[C:39]([F:41])=[CH:40][C:35]=1[C:31]1[CH:30]=[C:29]2[C:34]([C:26]([C:16]3[NH:17][C:11]4[CH2:10][CH2:9][NH:8][CH2:14][CH2:13][C:12]=4[N:15]=3)=[N:27][NH:28]2)=[CH:33][CH:32]=1)[CH3:45]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 2-[6-(2-ethyl-5-fluoro-4-methoxy-phenyl)-1-(tetrahydro-pyran-2-yl)-1H-indazol-3-yl]-1-(2-trimethylsilanyl-ethoxymethyl)-4,5,7,8-tetrahydro-1H-imidazo[4,5-d]azepine-6-carboxylic acid tert-butyl ester (Preparation 30, 633 mg, 879 μmol) in methanol (20 mL) was added concentrated hydrochloric acid (12M, 8 mL) and the resulting solution was heated at 60° C. for 18 hours. A further amount of concentrated hydrochloric acid (12M, 4 mL) was added and the reaction mixture was heated at 60° C. for a further 18 hours. The reaction mixture was cooled to room temperature and concentrated in vacuo to furnish the title compound (410 mg).

Workup

temperaturethe reaction mixture was heated at 60° C. for a further 18 hours
temperatureThe reaction mixture was cooled to room temperature
concentrationconcentrated in vacuo

Sources & evidence

ORD record: ord-ac5ebe3f94064f85bf3532ba488897e0
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08575336B2

Reaction notes

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