2-Methyl-4-phenylpyrimidine-5-carboxylic acid → 2,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid [(1S,3S,5S)-2-(2-methyl-4-phenyl-pyrimidine-5-carbonyl)-2-aza-bicyclo[3.1.0]hex-3-ylmethyl]-amide

HRID 2064841Notes

Reaction equation

HRID 2064841 reaction equation
[C@H:1]12[CH2:6][C@H:5]1[CH2:4][C@@H:3]([CH2:7][NH:8][C:9]([C:11]1[C:20]3[O:19][CH2:18][CH2:17][O:16][C:15]=3[CH:14]=[CH:13][CH:12]=1)=[O:10])[NH:2]2.[CH3:21][C:22]1[N:27]=[C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:25]([C:34](O)=[O:35])=[CH:24][N:23]=1>>[CH3:21][C:22]1[N:27]=[C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:25]([C:34]([N:2]2[C@H:3]([CH2:7][NH:8][C:9]([C:11]3[C:20]4[O:19][CH2:18][CH2:17][O:16][C:15]=4[CH:14]=[CH:13][CH:12]=3)=[O:10])[CH2:4][C@H:5]3[C@@H:1]2[CH2:6]3)=[O:35])=[CH:24][N:23]=1

Participants

3

Reactant 2

HCID 27765102-Methyl-4-phenylpyrimidine-5-carboxylic acidHCID 670814142,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid [(1S,3S,5S)-2-aza-bicyclo[3.1.0]hex-3-ylmethyl]-amide

Product 1

HCID 670812452,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid [(1S,3S,5S)-2-(2-methyl-4-phenyl-pyrimidine-5-carbonyl)-2-aza-bicyclo[3.1.0]hex-3-ylmethyl]-amide

Procedure

prepared by reaction of 2,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid [(1S,3S,5S)-2-aza-bicyclo[3.1.0]hex-3-ylmethyl]-amide with 2-methyl-4-phenyl-pyrimidine-5-carboxylic acid. LC-MS (basic): tR=1.27 min; [M+H]+=471.2.

Sources & evidence

ORD record
ord-265bf6a1e0c94670ad01f83aa5959564
Source dataset
uspto-grants-2012_10
Patent number
US08288435B2

Reaction notes

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