Hydrochloric Acid → HCID 9809706, compound

HRID 489665Notes

Reaction equation

HRID 489665 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C@@H:9]([NH:33][C:34]([C@@H:36]2[CH2:45][C:44]3[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=3)[CH2:38][N:37]2C(OC(C)(C)C)=O)=[O:35])[C:10]([N:12]2[CH2:17][CH2:16][CH:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[N:24]([CH2:29][CH:30]3[CH2:32][CH2:31]3)[S:25]([CH3:28])(=[O:27])=[O:26])[CH2:14][CH2:13]2)=[O:11])=[CH:4][CH:3]=1.Cl>CCOC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C@@H:9]([NH:33][C:34]([C@@H:36]2[CH2:45][C:44]3[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=3)[CH2:38][NH:37]2)=[O:35])[C:10]([N:12]2[CH2:13][CH2:14][CH:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[N:24]([CH2:29][CH:30]3[CH2:31][CH2:32]3)[S:25]([CH3:28])(=[O:26])=[O:27])[CH2:16][CH2:17]2)=[O:11])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69152565HCID 69152565, compound

Product 1

HCID 9809706HCID 9809706, compoundYield 57.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a 250 mL round-bottomed flask equipped with stirring was added tert-butyl 3-{N-[(1R)-1-[(4-chlorophenyl)-methyl]-2-(4-{2-[(cyclopropylmethyl)-(methylsulfonyl)-amino]phenyl}piperidyl)-2-oxoethyl]carbamoyl}(3S)-1,2,3,4-tetrahydroisoquinoline-2-carboxylate (Step c) (1.9 g, 2.5 mmol) followed by a saturated soln of HCl in EtOAc (150 mL). The mixture was stirred at RT for 1 h then concentrated in vacuo to 75 mL, providing a white precipitate. The precipitate was collected by filtration and dried in vacuo to provide the HCl salt as a white solid (0.93 g). MS (ESI, pos. ion) m/z: 649 (M+1). Calc'd for C35H41ClN4O4S: 648.25.

Workup

  1. customTo a 250 mL round-bottomed flask equipped
  2. stirringThe mixture was stirred at RT for 1 h
  3. concentrationthen concentrated in vacuo to 75 mL
  4. customproviding a white precipitate
  5. filtrationThe precipitate was collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-55c95235109c463ab7c5c542793a0f8c
Source dataset
uspto-grants-2005_12
Patent number
US06977264B2

Reaction notes

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