Hydrochloric Acid → HCID 86727596, compound

HRID 519185Notes

Reaction equation

HRID 519185 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[C:16]3[C:25](=[CH:26][C:27]=2[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[F:34])[O:24][CH2:23][C:22]2[N:17]3[CH:18]([CH3:36])[C:19](=[O:35])[NH:20][N:21]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:37]>>[ClH:37].[F:34][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=1[C:27]1[CH:26]=[C:25]2[C:16]([N:17]3[C:22]([CH2:23][O:24]2)=[N:21][NH:20][C:19](=[O:35])[CH:18]3[CH3:36])=[CH:15][C:14]=1[N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86727594HCID 86727594, compound

Product 1

HCID 86727596HCID 86727596, compoundYield 96%

Procedure

A mixture of 4-[7-(2-fluoro-phenyl)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl]-piperazine-1-carboxylic acid tert-butyl ester (0.076 g, 0.153 mmol) in HCl (4M in EtOAc, 30 mL) was stirred at rt for 2 h. The reaction mixture was concentrated in vacuo to give 7-(2-fluoro-phenyl)-4-methyl-6-piperazin-1-yl-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one hydrochloride (0.065 g, 96%) as a white solid. 1H NMR (400 MHz, MeOD) δ 7.45-7.34 (m, 2H), 7.29-7.14 (m, 2H), 6.92 (s, 2H), 4.89 (q, J=6.8 Hz, 1H), 4.65-4.56 (d, J=13.2 Hz, 2H), 3.03 (m, 8H), 1.48 (d, J=6.8 Hz, 3H).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-c7cf6b7be3d3470db1b0c29da88b59af
Source dataset
uspto-grants-2015_08
Patent number
US09115151B2

Reaction notes

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