HCID 136181622, compound → HCID 136141774, compound

HRID 1064207Notes

Reaction equation

HRID 1064207 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-4fc4f377b30f42b588a68a75c60fa3d9
Source dataset
uspto-grants-2005_11
Patent number
US06967198B2

Reaction notes

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