Hydrochloric Acid → HCID 86669245, compound

HRID 2366908Notes

Reaction equation

HRID 2366908 reaction equation
[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][N:21]4[CH2:27][CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]4)=[CH:16][CH:15]=3)=[CH:11][CH:12]=2)[C@H:7]([NH:35][C:36]([O:38][CH:39]([CH3:41])[CH3:40])=[O:37])[CH2:6][C@@H:5]1[CH3:42])(=[O:3])[CH3:2].[ClH:43]>CO.CCOCC>[ClH:43].[ClH:43].[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][N:21]4[CH2:27][CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)=[CH:16][CH:15]=3)=[CH:11][CH:12]=2)[C@H:7]([NH:35][C:36](=[O:37])[O:38][CH:39]([CH3:40])[CH3:41])[CH2:6][C@@H:5]1[CH3:42])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68162930HCID 68162930, compound

Product 1

HCID 86669245HCID 86669245, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent3×HCID 3283Diethyl EtherSolvent

Conditions

Temperature
70 °C

Procedure

1,1-Dimethylethyl 4-({4-[(cis)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]phenyl}methyl)hexahydro-1H-1,4-diazepine-1-carboxylate (for a preparation see Intermediate 11) (78 mg, 0.135 mmol) was dissolved in methanol (3 mL) and to this was added 1.25M HCl in methanol (1 mL, 1.250 mmol). The reaction vessel was sealed and heated in Emrys Optimiser microwave to 70° C. for 2 hr. After cooling the reaction was reduced in vacuo to give a colourless solid and placed under high vacuum for 1 hr. Transferred to vial using methanol, reduced, and then redissolved in ether to give a colourless solid (66 mg). LCMS (Method A): Rt=0.96, MH+=479

Workup

  1. customThe reaction vessel was sealed
  2. temperatureAfter cooling the reaction
  3. customto give a colourless solid

Sources & evidence

ORD record
ord-87e1eca2ecf0494db844e16fc9024e7c
Source dataset
uspto-grants-2014_04
Patent number
US08697725B2

Reaction notes

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