Hydrochloric Acid → HCID 23516936, compound

HRID 1835858Notes

Reaction equation

HRID 1835858 reaction equation
[ClH:1].Cl.[CH3:3][C:4]1[CH:5]=[C:6]2[C@:13]3([CH:18]=[CH:17][CH2:16][NH:15][CH2:14]3)[C:12](=[O:19])[NH:11][C:7]2=[N:8][C:9]=1[CH3:10].Cl>>[ClH:1].[CH3:3][C:4]1[CH:5]=[C:6]2[C@:13]3([CH:18]=[CH:17][CH2:16][NH:15][CH2:14]3)[C:12](=[O:19])[NH:11][C:7]2=[N:8][C:9]=1[CH3:10]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 23516935HCID 23516935, compound

Product 1

HCID 23516936HCID 23516936, compound

Procedure

(S)-5,6-Dimethylspiro[7-azaindoline-3,3′-(1,2,3,6-tetrahydropyridin)]-2-one dihydrochloride. The compound from STEP E, second peak (190 mg), was deprotected using 0.5 M HCl in methanol-ether at room temperature for 15 h. Evaporation of solvents gave the title compound in quantitative yield. It is tentatively assigned the S configuration based on its elution pattern on the chiral column. MS (TSP+) m/z [M+H]+: 230. 1H-NMR (d4-MeOH): 7.80 (s, 1H), 6.11 (d, 1H), 5.54 (d, 1H), 3.75 (m, 2H), 3.52 (dd, 2H), 2.4 (s, 3H), 218 (s, 2H).

Workup

  1. customat room temperature
  2. customfor 15 h
  3. customEvaporation of solvents

Sources & evidence

ORD record
ord-43e728d2a33542a382b41562d8c2c89b
Source dataset
uspto-grants-2004_08
Patent number
US06774132B1

Reaction notes

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