Hydrochloric Acid → 3-Amino-1-(2-benzyloxy-ethyl)-5-(2,2,2-trifluoro-ethyl)-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-one hydrochloride

HRID 2219028Notes

Reaction equation

HRID 2219028 reaction equation
C(OC(=O)[NH:7][CH:8]1[C:14](=[O:15])[N:13]([CH2:16][CH2:17][O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:12]2[CH:26]=[CH:27][CH:28]=[CH:29][C:11]=2[N:10]([CH2:30][C:31]([F:34])([F:33])[F:32])[CH2:9]1)(C)(C)C.[ClH:36]>O1CCOCC1>[ClH:36].[NH2:7][CH:8]1[C:14](=[O:15])[N:13]([CH2:16][CH2:17][O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:12]2[CH:26]=[CH:27][CH:28]=[CH:29][C:11]=2[N:10]([CH2:30][C:31]([F:34])([F:33])[F:32])[CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59718688[1-(2-Benzyloxy-ethyl)-2-oxo-5-(2,2,2-trifluoro-ethyl)-2,3,4,5-tetrahydro-1h-benzo[b][1,4]diazepin-3-yl]-carbamic acid tert-butyl ester

Product 1

HCID 692711803-Amino-1-(2-benzyloxy-ethyl)-5-(2,2,2-trifluoro-ethyl)-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In an analogous manner to that described in Example 1d), the treatment of the [1-(2-benzyloxy-ethyl)-2-oxo-5-(2,2,2-trifluoro-ethyl)-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl]-carbamic acid tert-butyl ester with hydrochlorid acid (37%) in dioxane yielded quantitatively the title compound as a light yellow solid; MS (m/e): 394 (M+H)+.

Sources & evidence

ORD record
ord-72cdc0487cce4191b788547de8e47159
Source dataset
uspto-grants-2008_08
Patent number
US07414049B2

Reaction notes

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