Hydrochloric Acid → HCID 86727605, compound

HRID 519190Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][C@@H:11]([C:14]2[CH:15]=[C:16]3[C:25](=[CH:26][C:27]=2[C:28]2[C:33]([F:34])=[CH:32][CH:31]=[CH:30][C:29]=2[F:35])[O:24][CH2:23][C:22]2[N:17]3[C@H:18]([CH3:37])[C:19](=[O:36])[NH:20][N:21]=2)[C@@H:10]([CH3:38])[CH2:9]1)=O)(C)(C)C.[ClH:39]>>[ClH:39].[F:34][C:33]1[CH:32]=[CH:31][CH:30]=[C:29]([F:35])[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:36])[C@H:18]3[CH3:37])=[CH:15][C:14]=1[C@@H:11]1[CH2:12][CH2:13][NH:8][CH2:9][C@@H:10]1[CH3:38]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 86727603(3R,4R)-4-[(R)-7-(2,6-difluoro-phenyl)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl]-3-methyl-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 86727605HCID 86727605, compoundYield 100%

Procedure

A solution of (3R,4R)-4-[(R)-7-(2,6-difluoro-phenyl)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl]-3-methyl-piperidine-1-carboxylic acid tert-butyl ester (0.005 g, 0.01 mmol) in HCl (4M in EtOAc, 1 mL) was stirred at ambient temperature for 1 h. The solvent was removed in vacuo to give crude (R)-7-(2,6-difluoro-phenyl)-4-methyl-6-((3R,4R)-3-methyl-piperidin-4-yl)-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one hydrochloride (0.005 g, 100%), which was used directly in the next step without purification. LC/MS (Table 1, Method 25) Rt=0.717 min.; MS m/z: 427 [M+H]+.

Workup

customThe solvent was removed in vacuo

Sources & evidence

ORD record: ord-cd57881c33de4e308e403399cdd0f306
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09115151B2

Reaction notes

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