HCID 136181622, compound → HCID 136141774, compound

HRID 720155Notes

Reaction equation

HRID 720155 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[NH:9][C:10]3[CH:11]=[C:12]([NH:22][C:23]([C@H:25]([NH:34]C(=O)OC(C)(C)C)[CH2:26][CH2:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[O:24])[CH:13]=[C:14]4[C:20](=[O:21])[NH:19][N:18]=[CH:17][C:16]=2[C:15]=34)=[CH:4][CH:3]=1>Cl>[NH2:34][C@H:25]([CH2:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:23]([NH:22][C:12]1[CH:13]=[C:14]2[C:20](=[O:21])[NH:19][N:18]=[CH:17][C:16]3=[C:8]([C:5]4[CH:6]=[N:7][C:2]([CH3:1])=[CH:3][CH:4]=4)[NH:9][C:10]([CH:11]=1)=[C:15]23)=[O:24]

Participants

3

Reactant 1

HCID 136181622HCID 136181622, compound

Product 1

HCID 136141774HCID 136141774, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A suspension of tert-butyl [(1R)-1-({[2-(6-methylpyridin-3-yl)-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indol-8-yl]amino}carbonyl)-3-phenylpropyl]carbamate 267(c) in 5 mL of 4M HCl in dioxanes was stirred at room temperature for two hours. The mixture was then filtered and the solid material washed thoroughly with ethyl ether. The title compound was obtained as a yellow solid in 48% yield after purification by reverse-phase HPLC.

Workup

  1. filtrationThe mixture was then filtered
  2. washthe solid material washed thoroughly with ethyl ether

Sources & evidence

ORD record
ord-55730fbad1004ab5bbf73a006999b979
Source dataset
uspto-grants-2006_11
Patent number
US07132533B2

Reaction notes

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