Cyclohexyl isocyanate → (S)-1-[6-Cyano-1,2,3,4-tetrahydroquinolin-3-yl]-3-cyclohexyl-urea

HRID 2234256Notes

Reaction equation

HRID 2234256 reaction equation
[NH2:1][C@H:2]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:12]#[N:13])[CH:9]=2)[NH:4][CH2:3]1.[CH:14]1([N:20]=[C:21]=[O:22])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>>[C:12]([C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[NH:4][CH2:3][C@@H:2]([NH:1][C:21]([NH:20][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)=[O:22])[CH2:11]2)#[N:13]

Participants

3

Reactant 2

HCID 18502Cyclohexyl isocyanateHCID 66757521(S)-3-Amino-1,2,3,4-tetrahydroquinoline-6-carbonitrile

Product 1

HCID 68580405(S)-1-[6-Cyano-1,2,3,4-tetrahydroquinolin-3-yl]-3-cyclohexyl-urea

Procedure

The title compound was prepared from (S)-3-amino-1,2,3,4-tetrahydroquinoline-6-carbonitrile (52 mg, 0.3 mmol), prepared as described in Example 1F, and cyclohexyl isocyanate by procedures analogous to those described in Example 41A.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-7da21bd2987e4365882300970d55cd57
Source dataset
uspto-grants-2010_05
Patent number
US07709647B2

Reaction notes

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