Benzaldehyde → HCID 77775884, compound

HRID 1934592Notes

Reaction equation

HRID 1934592 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[Si](C)(C)[C:11]#[N:12].[NH2:15][CH:16]([CH3:64])[CH:17]([N:19]1[C:23](=[O:24])[N:22]([C:25]2[CH:30]=[CH:29][C:28]([N:31]3[CH2:36][CH2:35][N:34]([C:37]4[CH:42]=[CH:41][C:40]([O:43][CH2:44][CH:45]5[CH2:49][O:48][C:47]([C:56]6[CH:61]=[CH:60][C:59]([F:62])=[CH:58][C:57]=6[F:63])([CH2:50][N:51]6[CH:55]=[N:54][CH:53]=[N:52]6)[O:46]5)=[CH:39][CH:38]=4)[CH2:33][CH2:32]3)=[CH:27][CH:26]=2)[CH:21]=[N:20]1)[CH3:18]>C(Cl)Cl>[F:63][C:57]1[CH:58]=[C:59]([F:62])[CH:60]=[CH:61][C:56]=1[C:47]1([CH2:50][N:51]2[CH:55]=[N:54][CH:53]=[N:52]2)[O:46][CH:45]([CH2:44][O:43][C:40]2[CH:39]=[CH:38][C:37]([N:34]3[CH2:33][CH2:32][N:31]([C:28]4[CH:27]=[CH:26][C:25]([N:22]5[C:23](=[O:24])[N:19]([CH:17]([CH3:18])[CH:16]([NH:15][CH:1]([C:2]6[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=6)[C:11]#[N:12])[CH3:64])[N:20]=[CH:21]5)=[CH:30][CH:29]=4)[CH2:36][CH2:35]3)=[CH:42][CH:41]=2)[CH2:49][O:48]1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 82115Trimethylsilyl cyanideHCID 77776170HCID 77776170, compound

Product 1

HCID 77775884HCID 77775884, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of benzaldehyde (0.0094 mol) and trimethylsilanecarbonitrile (0.01 mol) in CH2Cl2 (50 ml) was stirred for 20 minutes. Compound 37 (0.0022 mol) was added. The mixture was stirred overnight. The solvent was evaporated, yielding 2 g of [2S-[2α,4α(S*,R*)]]-α-[[2-[4-[4-[4-[4-[[2-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-4,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl]-1-methylpropyl]amino]benzeneacetonitrile (compound 122).

Workup

  1. stirringThe mixture was stirred overnight
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-36c07b4b5c9a4b8ba665f4426fea794f
Source dataset
uspto-grants-2002_05
Patent number
US06384030B1

Reaction notes

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