Hydrochloric Acid → [4-(5-{[6-(2-Aminoethoxy)pyridin-2-yl]amino}-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-2-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}pyridin-3-yl]methyl acetate

HRID 1774622Notes

Reaction equation

HRID 1774622 reaction equation
[C:1]([O:4][CH2:5][C:6]1[C:7]([N:38]2[CH2:49][CH2:48][N:47]3[C:40](=[CH:41][C:42]4[CH2:43][C:44]([CH3:51])([CH3:50])[CH2:45][C:46]=43)[C:39]2=[O:52])=[N:8][CH:9]=[CH:10][C:11]=1[C:12]1[CH:17]=[C:16]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH2:26][CH2:27][NH:28]C(OC(C)(C)C)=O)[N:20]=2)[C:15](=[O:36])[N:14]([CH3:37])[CH:13]=1)(=[O:3])[CH3:2].Cl>C(Cl)Cl>[C:1]([O:4][CH2:5][C:6]1[C:7]([N:38]2[CH2:49][CH2:48][N:47]3[C:40](=[CH:41][C:42]4[CH2:43][C:44]([CH3:51])([CH3:50])[CH2:45][C:46]=43)[C:39]2=[O:52])=[N:8][CH:9]=[CH:10][C:11]=1[C:12]1[CH:17]=[C:16]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH2:26][CH2:27][NH2:28])[N:20]=2)[C:15](=[O:36])[N:14]([CH3:37])[CH:13]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 118117153[4-(5-{[6-(2-{[(Tert-butoxy)carbonyl]amino}ethoxy)pyridin-2-yl]amino}-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}pyridin-3-yl]methyl acetate

Product 1

HCID 118116992[4-(5-{[6-(2-Aminoethoxy)pyridin-2-yl]amino}-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-2-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}pyridin-3-yl]methyl acetateYield 84.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution 101d (400 mg, 0.56 mmol) in DCM (15 mL) was added dropwise 3M HCl (in dioxane). This mixture was stirred at room temperature for 2 h. The mixture was concentrated under reduced pressure. The residual yellow solid was washed with ethyl acetate and dried under vacuum to afford 101e (290 mg, 80%) as a yellow solid. MS-ESI: [M+H]+ 612.3

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. washThe residual yellow solid was washed with ethyl acetate
  3. customdried under vacuum

Sources & evidence

ORD record
ord-39508937e7ce42f1b8c9f12c238528ea
Source dataset
uspto-grants-2016_02
Patent number
US09260415B2

Reaction notes

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