Ammonia → 2-Cyclobutyloxy-4-methoxy-6-{1-[4-(morpholinecarbonyl)-1,4-diazepan-1-yl]ethylideneamino}benzonitrile

HRID 2228519Notes

Reaction equation

HRID 2228519 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([O:15][CH3:16])[CH:5]=[C:6]([O:10][CH:11]2[CH2:14][CH2:13][CH2:12]2)[C:7]=1[C:8]#[N:9].[C:17]([N:20]1[CH2:26][CH2:25][CH2:24][N:23]([C:27]([N:29]2[CH2:34][CH2:33][O:32][CH2:31][CH2:30]2)=[O:28])[CH2:22][CH2:21]1)(=O)[CH3:18].ClCCl.N>CO>[CH:11]1([O:10][C:6]2[CH:5]=[C:4]([O:15][CH3:16])[CH:3]=[C:2]([N:1]=[C:17]([N:20]3[CH2:26][CH2:25][CH2:24][N:23]([C:27]([N:29]4[CH2:30][CH2:31][O:32][CH2:33][CH2:34]4)=[O:28])[CH2:22][CH2:21]3)[CH3:18])[C:7]=2[C:8]#[N:9])[CH2:14][CH2:13][CH2:12]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 6344DichloromethaneHCID 155382861-Acetyl-4-(4-morpholinecarbonyl)-1,4-diazepaneHCID 184706443-Amino-4-cyano-5-cyclobutyloxyanisole

Product 1

HCID 177736272-Cyclobutyloxy-4-methoxy-6-{1-[4-(morpholinecarbonyl)-1,4-diazepan-1-yl]ethylideneamino}benzonitrile

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The subtitle compound was prepared from 3-amino-4-cyano-5-cyclobutyloxyanisole and 1-acetyl-4-(4-morpholinecarbonyl)-1,4-diazepane following the procedure described in Example 14(d) (93%). Rf 0.52 (dichloromethane:methanol:0.880 aqueous ammonia, 92:7:1, v/v). MS m/z 456 (MH)+.

Sources & evidence

ORD record
ord-f8ec0ae2fa4948c3a55cbe60dc752ba8
Source dataset
uspto-grants-2002_07
Patent number
US06417194B1

Reaction notes

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