Hydrochloric Acid → HCID 59851217, compound

HRID 545004Notes

Reaction equation

HRID 545004 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][C:11]([C:13]1[CH:14]=[CH:15][C:16]2[C:22]3[N:23]=[C:24]([NH:27][C:28]4[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[C:30]([O:36][CH3:37])[CH:29]=4)[N:25]=[CH:26][C:21]=3[CH2:20][C:19](=[O:38])[NH:18][C:17]=2[CH:39]=1)=[O:12])(C)(C)C.C(Cl)Cl.CO.Cl>O1CCOCC1>[NH2:7][CH2:8][CH2:9][NH:10][C:11]([C:13]1[CH:14]=[CH:15][C:16]2[C:22]3[N:23]=[C:24]([NH:27][C:28]4[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[C:30]([O:36][CH3:37])[CH:29]=4)[N:25]=[CH:26][C:21]=3[CH2:20][C:19](=[O:38])[NH:18][C:17]=2[CH:39]=1)=[O:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6344DichloromethaneHCID 59851365HCID 59851365, compound

Product 1

HCID 59851217HCID 59851217, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a mixture of (2-{[2-(3,4-dimethoxy-phenylamino)-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepine-9-carbonyl]-amino}-ethyl)-carbamic acid tert-butyl ester (I-71-a) (0.18 mmol) in 1:1 mixture of CH2Cl2:MeOH (4 mL) was added 4M HCl in dioxane (2 mL). The mixture stirred overnight and was concentrated. The mixture was purified by C-18 RP LC-MS chromatography to give I-71 (17%): HRMS Calcd. for C23H24N6O4: 449.1937, Found 449.1935.

Workup

  1. concentrationwas concentrated
  2. customThe mixture was purified by C-18 RP LC-MS chromatography
  3. customto give I-71 (17%)

Sources & evidence

ORD record
ord-54cc6ae64253413e8fdb8295b068e74b
Source dataset
uspto-grants-2011_05
Patent number
US07935694B2

Reaction notes

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