Hydrochloric Acid → 2-Benzyloxycarbonylamino-2-methyl-N-[2,3,4,5-tetrahydro-4-oxo-1-[[2'-(aminomethyl)[1,1'-biphenyl]-4-yl]methyl]-1H-naphtho[2,1-b]azepin-3(R)-yl]propanamide, hydrochloride

HRID 322040Notes

Reaction equation

HRID 322040 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12]([CH3:55])([CH3:54])[C:13]([NH:15][C@H:16]1[C:22](=[O:23])[NH:21][C:20]2[CH:24]=[CH:25][C:26]3[C:31]([C:19]=2[CH:18]([CH2:32][C:33]2[CH:38]=[CH:37][C:36]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=4[CH2:45][NH:46]C(OC(C)(C)C)=O)=[CH:35][CH:34]=2)[CH2:17]1)=[CH:30][CH:29]=[CH:28][CH:27]=3)=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:56]>CO>[ClH:56].[CH2:1]([O:8][C:9]([NH:11][C:12]([CH3:55])([CH3:54])[C:13]([NH:15][C@H:16]1[C:22](=[O:23])[NH:21][C:20]2[CH:24]=[CH:25][C:26]3[C:31]([C:19]=2[CH:18]([CH2:32][C:33]2[CH:34]=[CH:35][C:36]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=4[CH2:45][NH2:46])=[CH:37][CH:38]=2)[CH2:17]1)=[CH:30][CH:29]=[CH:28][CH:27]=3)=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 206414192-Benzyloxycarbonylamino-2-methyl-N-[2,3,4,5-tetra-hydro-4-oxo-1-[[2'-[(t-butoxycarbonylamino)methyl]-[1,1'-biphenyl]-4-yl]methyl]-1H-naphtho[2,1-b]azepin-3(R)-yl]-propanamide

Product 1

HCID 1317224732-Benzyloxycarbonylamino-2-methyl-N-[2,3,4,5-tetrahydro-4-oxo-1-[[2'-(aminomethyl)[1,1'-biphenyl]-4-yl]methyl]-1H-naphtho[2,1-b]azepin-3(R)-yl]propanamide, hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of of 2-benzyloxycarbonylamino-2-methyl-N-[2,3,4,5-tetrahydro-4-oxo-1-[[2′-[(t-butoxycarbonylamino)methyl][1,1′-biphenyl]-4-yl]methyl]-1H-naphtho[2,1-b]azepin-3(R)-yl]propanamide (Step H) in methanol is added 9N aqueous hydrochloric acid. The reaction mixture is stirred overnight at room temperature then the solvent is removed under vacuum. The resulting oil is dissolved in methanol and the solvent is removed under vacuum to afford the title compound.

Workup

  1. customthe solvent is removed under vacuum
  2. dissolutionThe resulting oil is dissolved in methanol
  3. customthe solvent is removed under vacuum

Sources & evidence

ORD record
ord-a1aba9dea2c448f69284bb84b08e3918
Source dataset
uspto-grants-2001_04
Patent number
US06211174B1

Reaction notes

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