Hydrochloric Acid → (2r)-2-Amino-3-naphthalen-2-yl-n-(6-oxo-2-phenyl-5,6-dihydro-1h-[1,2]diazepino[4,5,6-cd]indol-8-yl)propanamide hydrochloride

HRID 2375105Notes

Reaction equation

HRID 2375105 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][C@@H:12]([NH:36]C(=O)OC(C)(C)C)[C:13](=[O:35])[NH:14][C:15]1[CH:16]=[C:17]2[C:33](=[O:34])[NH:32][N:31]=[CH:30][C:19]3=[C:20]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[NH:21][C:22]([CH:23]=1)=[C:18]23.[ClH:44]>O1CCOCC1>[ClH:44].[NH2:36][C@H:12]([CH2:11][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)[C:13]([NH:14][C:15]1[CH:16]=[C:17]2[C:33](=[O:34])[NH:32][N:31]=[CH:30][C:19]3=[C:20]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[NH:21][C:22]([CH:23]=1)=[C:18]23)=[O:35]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1361816471,1-Dimethylethyl (1R)-1-(naphthalen-2-ylmethyl)-2-oxo-2-[(6-oxo-2-phenyl-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indol-8-yl)amino]ethylcarbamate

Product 1

HCID 136401960(2r)-2-Amino-3-naphthalen-2-yl-n-(6-oxo-2-phenyl-5,6-dihydro-1h-[1,2]diazepino[4,5,6-cd]indol-8-yl)propanamide hydrochlorideYield 99%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Preparation of example 176 from the title compound of Example 154 (59 mg, 0.103 mmol) and 4M HCl in dioxane (10 mL) was carried out analogously to Example 91. Isolation, also in an analogous manner afforded the title compound (52 mg, 0.102 mmol) as an orange/yellow powder in 99% yield.

Sources & evidence

ORD record
ord-7cf9431cf1964ceeb2131b924d7b4d8f
Source dataset
uspto-grants-2008_12
Patent number
US07462713B2

Reaction notes

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