4-(Adamantan-1-ylmethoxy)-3-(2-methoxypyridin-3-yl)benzonitrile → 4-(Adamantan-1-ylmethoxy)-3-cyclobutylbenzamide

HRID 1849568Notes

Reaction equation

HRID 1849568 reaction equation
C12(C[O:12]C3C=CC(C#N)=CC=3C3C(OC)=NC=CC=3)CC3CC(CC(C3)C1)C2.[C:29]12([CH2:39][O:40][C:41]3[CH:48]=[CH:47][C:44]([C:45]#[N:46])=[CH:43][C:42]=3[CH:49]3[CH2:52][CH2:51][CH2:50]3)[CH2:38][CH:33]3[CH2:34][CH:35]([CH2:37][CH:31]([CH2:32]3)[CH2:30]1)[CH2:36]2>>[C:29]12([CH2:39][O:40][C:41]3[CH:48]=[CH:47][C:44]([C:45]([NH2:46])=[O:12])=[CH:43][C:42]=3[CH:49]3[CH2:52][CH2:51][CH2:50]3)[CH2:30][CH:31]3[CH2:37][CH:35]([CH2:34][CH:33]([CH2:32]3)[CH2:38]1)[CH2:36]2

Participants

3

Reactant 2

HCID 867028444-(Adamantan-1-ylmethoxy)-3-(2-methoxypyridin-3-yl)benzonitrileHCID 867029134-(Adamantan-1-ylmethoxy)-3-cyclobutylbenzonitrile

Product 1

HCID 867029144-(Adamantan-1-ylmethoxy)-3-cyclobutylbenzamide

Procedure

Following the procedure as described in Example 38 step 3 and making variations as required to replace 4-(adamantan-1-ylmethoxy)-3-(2-methoxypyridin-3-yl)benzonitrile with 4-(adamantan-1-ylmethoxy)-3-cyclobutylbenzonitrile, the title compound was obtained as a colorless solid (0.88 g, 88%): MS (ES+) m/z 340.3 (M+1);

Sources & evidence

ORD record
ord-7168c067cd3c4b1ab63babb59f63f98b
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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