Benzyl isocyanate → HCID 69791009, compound

HRID 1856665Notes

Reaction equation

HRID 1856665 reaction equation
[CH:1]1([C@H:7]2[C:12]3[NH:13][C:14]4[C:19]([C:11]=3[CH2:10][C@@H:9]([C:20](OC)=[O:21])[NH:8]2)=[CH:18][CH:17]=[CH:16][CH:15]=4)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:24]([N:31]=[C:32]=[O:33])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[CH2:24]([N:31]1[C:20](=[O:21])[C@@H:9]2[N:8]([C@@H:7]([CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]3)[C:12]3[NH:13][C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=4[C:11]=3[CH2:10]2)[C:32]1=[O:33])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 76639Benzyl isocyanateHCID 12294797HCID 12294797, compound

Product 1

HCID 69791009HCID 69791009, compound

Procedure

The same method as employed in the preparation of Example 1 but starting from cis methyl 1,2,3,4-tetrahydro-1-cyclohexyl-9H-pyrido[3,4-b]indole-3-carboxylate (see J. Cook et al., Heterocycles, 4(7), 1249-1255 (1976)) and benzyl isocyanate gave after recrystallization from methanol, the title compound as white crystals m.p.: 170-173° C.

Workup

  1. customThe same method as employed in the preparation of Example 1
  2. customgave
  3. customafter recrystallization from methanol

Sources & evidence

ORD record
ord-906bb3acf60340688dda5f90427d8114
Source dataset
uspto-grants-2000_11
Patent number
US06143757

Reaction notes

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