HCID 76568006, compound → HCID 76567886, compound

HRID 1728099Notes

Reaction equation

HRID 1728099 reaction equation
C(OC([N:8]1[C:34]2[C:29](=[CH:30][CH:31]=[C:32]([CH:35]3[CH2:37][CH2:36]3)[CH:33]=2)[C:10]2([CH:15]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=3)[CH2:14][C:13](=[O:23])[NH:12][CH:11]2[C:24]2([CH2:27][CH3:28])[CH2:26][CH2:25]2)[C:9]1=[O:38])=O)(C)(C)C>Cl>[CH:35]1([C:32]2[CH:33]=[C:34]3[NH:8][C:9](=[O:38])[C:10]4([CH:15]([C:16]5[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=5)[CH2:14][C:13](=[O:23])[NH:12][CH:11]4[C:24]4([CH2:27][CH3:28])[CH2:25][CH2:26]4)[C:29]3=[CH:30][CH:31]=2)[CH2:36][CH2:37]1

Participants

3

Reactant 1

HCID 76568006HCID 76568006, compound

Product 1

HCID 76567886HCID 76567886, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Racemic (2′R,3R,4′S)-6-cyclopropyl-4′-(3-chlorophenyl)-2′-(1-ethyl-cyclopropyl)-2,3-dihydro-2,6′-dioxospiro[indole-3,3′-piperidine]-1-carboxylic acid tert-butyl ester (10 mg, 0.019 mmol) was dissolved in a methanolic solution of HCl (6 M, 10 mL). After 10 min, the solution was concentrated to obtain racemic (2′R,3R,4′S)-6-cyclopropyl-4′-(3-chlorophenyl)-2′-(1-ethyl-cyclopropyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid. (Yield, 5.9 mg, 72%)

Workup

  1. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-b333f3590daf4123ad3657f2c8167ee9
Source dataset
uspto-grants-2009_02
Patent number
US07495007B2

Reaction notes

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