Hydrochloric Acid → HCID 178479223, compound

HRID 722937Notes

Reaction equation

HRID 722937 reaction equation
[O:1]=[C:2]1[CH2:11][CH2:10][C:9]2[C:4]3=[C:5]([CH2:25][CH2:26][N:3]13)[CH:6]=[C:7]([C:12]([C@H:14]1[CH2:19][CH2:18][C@H:17]([CH2:20][NH:21]C(=O)C)[CH2:16][CH2:15]1)=[O:13])[CH:8]=2.[ClH:27]>>[ClH:27].[NH2:21][CH2:20][C@H:17]1[CH2:18][CH2:19][C@H:14]([C:12]([C:7]2[CH:8]=[C:9]3[C:4]4=[C:5]([CH2:25][CH2:26][N:3]4[C:2](=[O:1])[CH2:11][CH2:10]3)[CH:6]=2)=[O:13])[CH2:15][CH2:16]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 178474843HCID 178474843, compound

Product 1

HCID 178479223HCID 178479223, compound

Conditions

Temperature
140 °C

Procedure

Concentrated hydrochloric acid (100 ml) was added to trans-N-({4-[(4-oxo-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-8-yl)carbonyl]cyclohexyl}methyl)acetamide (12.0 g) obtained in Reference Example 77, and the mixture was stirred at 140° C. for 12 hours. Hydrochloric acid was evaporated under reduced pressure to give white powders. Further recrystallization from water-isopropyl ether afforded the title compound as colorless crystals (9.40 g) having a melting point, of 255 to 257° C.

Workup

  1. customobtained in Reference Example 77
  2. customHydrochloric acid was evaporated under reduced pressure
  3. customto give white powders
  4. customFurther recrystallization from water-isopropyl ether

Sources & evidence

ORD record
ord-b36999d4fb7b40d7b72ac8044e91c3e6
Source dataset
uspto-grants-2006_11
Patent number
US07138533B2

Reaction notes

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