Hydrochloric Acid → HCID 60054560, compound

HRID 489691Notes

Reaction equation

HRID 489691 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C@@H:9]([NH:30][C:31]([C@@H:33]2[CH2:42][C:41]3[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=3)[CH2:35][N:34]2C(OC(C)(C)C)=O)=[O:32])[C:10](=[O:29])[N:11]2[CH2:16][CH2:15][CH:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N:23]3[CH:27]=[CH:26][NH:25][C:24]3=[O:28])[CH2:13][CH2:12]2)=[CH:4][CH:3]=1.Cl>CCOC(C)=O>[CH2:35]1[C:36]2[C:41](=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH2:42][C@@H:33]([C:31]([NH:30][C@H:9]([CH2:8][C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[C:10](=[O:29])[N:11]2[CH2:16][CH2:15][CH:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N:23]3[CH:27]=[CH:26][NH:25][C:24]3=[O:28])[CH2:13][CH2:12]2)=[O:32])[NH:34]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131725245HCID 131725245, compound

Product 1

HCID 60054560HCID 60054560, compoundYield 58.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared according to the procedure described in Example 10 (Step c) from tert-butyl (3S)-3-[N-((1R)-1-[(4-chlorophenyl)methyl]-2-oxo-2-(4-[2-(2-oxo(4-imidazolinyl))phenyl]piperidyl)ethyl) carbamoyl]-1,2,3,4-tetrahydroisoquinoline-2-carboxylate (Step c) (0.3 g, 0.44 mmol) and satd anhydrous HCl in EtOAc (20 mL). Recrystallization from 1:20 MeOH:Et2O provided the title compound (HCl salt) as a white solid (0.15 g). MP 191° C. (decomposed). MS (ESI, pos. ion) m/z: 584 (M+1). Calc'd for C33H34ClN5O3: 597.25. Anal. Calcd for C33H34ClN5O3HCl.2.25H2O: C, 59.95; H, 6.02: N, 10.59; Cl, 10.13. Found: C, 59.93; H, 5.83; N, 10.45; Cl, 10.57.

Workup

  1. customThe title compound was prepared
  2. customRecrystallization from 1:20 MeOH

Sources & evidence

ORD record
ord-d5ffee6db1de49c9a84c9ea9321bf754
Source dataset
uspto-grants-2005_12
Patent number
US06977264B2

Reaction notes

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