Cyclohexanecarboxaldehyde → HCID 25119585, compound

HRID 1783482Notes

Reaction equation

HRID 1783482 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[N:11][N:12]([CH:14]2[CH2:18][NH:17][CH:16]([C:19]([N:21]3[CH2:26][CH2:25][N:24]([C:27]4[CH:34]=[CH:33][CH:32]=[CH:31][C:28]=4[C:29]#[N:30])[CH2:23][CH2:22]3)=[O:20])[CH2:15]2)[N:13]=1.[CH:35]1([CH:41]=O)[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1>>[CH:35]1([CH2:41][N:17]2[CH2:18][C@@H:14]([N:12]3[N:11]=[N:10][C:9]([C:3]4[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=4[F:1])=[N:13]3)[CH2:15][C@H:16]2[C:19]([N:21]2[CH2:22][CH2:23][N:24]([C:27]3[CH:34]=[CH:33][CH:32]=[CH:31][C:28]=3[C:29]#[N:30])[CH2:25][CH2:26]2)=[O:20])[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1

Participants

3

Reactant 2

HCID 16275CyclohexanecarboxaldehydeHCID 66916032HCID 66916032, compound

Product 1

HCID 25119585HCID 25119585, compoundYield 11.7%

Procedure

As described for Example 1e, 2-(4-{4-[5-(2,4-difluoro-phenyl)-tetrazol-2-yl]-pyrrolidine-2-carbonyl}-piperazin-1-yl)-benzonitrile (60 mg, 0.13 mmol) was converted, using cyclohexanecarbaldehyde (16 mg, 0.14 mmol) instead of benzaldehyde, to the title compound (8.5 mg, 11.7%) as light yellow oil. MS m/e=561.3 [M+H]+.

Sources & evidence

ORD record
ord-5910c65e3a384586b898eba2120f05df
Source dataset
uspto-grants-2009_03
Patent number
US07501422B2

Reaction notes

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