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

HRID 1849570Notes

Reaction equation

HRID 1849570 reaction equation
C12(C[O:12]C3C=CC(C#N)=CC=3C3C(OC)=NC=CC=3)CC3CC(CC(C3)C1)C2.[CH:29]12[CH2:38][CH:33]3[CH2:34][CH:35]([CH2:37][CH:31]([CH2:32]3)[CH:30]1[CH2:39][O:40][C:41]1[CH:48]=[CH:47][C:44]([C:45]#[N:46])=[CH:43][C:42]=1[CH:49]1[CH2:51][CH2:50]1)[CH2:36]2>>[CH:31]12[CH2:37][CH:35]3[CH2:34][CH:33]([CH2:38][CH:29]([CH2:36]3)[CH:30]1[CH2:39][O:40][C:41]1[CH:48]=[CH:47][C:44]([C:45]([NH2:46])=[O:12])=[CH:43][C:42]=1[CH:49]1[CH2:51][CH2:50]1)[CH2:32]2

Participants

3

Reactant 2

HCID 867028444-(Adamantan-1-ylmethoxy)-3-(2-methoxypyridin-3-yl)benzonitrileHCID 867029154-(Adamantan-2-ylmethoxy)-3-cyclopropylbenzonitrile

Product 1

HCID 867029174-(Adamantan-2-ylmethoxy)-3-cyclopropylbenzamide

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-2-ylmethoxy)-3-cyclopropylbenzonitrile, the title compound was obtained as a colorless solid (0.62 g, 95%): MS (ES+) m/z 326.3 (M+1);

Sources & evidence

ORD record
ord-03666a07433d4539b0a803dfc0df6ffb
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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