Phenol → HCID 66689398, compound

HRID 337099Notes

Reaction equation

HRID 337099 reaction equation
C(C(CC)(C1C=CC=CC=1OCC1C=CC=CC=1)N)C.[CH:21]1([NH:24][C:25](=[O:53])[C:26]2[CH:31]=[CH:30][C:29]([CH3:32])=[C:28]([N:33]3[CH:38]=[CH:37][N:36]=[C:35]([NH:39][C:40]([CH2:50][CH3:51])([C:43]4[CH:48]=[CH:47][CH:46]=[CH:45][C:44]=4[OH:49])[CH2:41][CH3:42])[C:34]3=[O:52])[CH:27]=2)[CH2:23][CH2:22]1.C1(O)C=CC=CC=1.Br[CH2:62][CH2:63][Cl:64]>>[Cl:64][CH2:63][CH2:62][O:49][C:44]1[CH:45]=[CH:46][CH:47]=[CH:48][C:43]=1[C:40]([NH:39][C:35]1[C:34](=[O:52])[N:33]([C:28]2[CH:27]=[C:26]([CH:31]=[CH:30][C:29]=2[CH3:32])[C:25]([NH:24][CH:21]2[CH2:23][CH2:22]2)=[O:53])[CH:38]=[CH:37][N:36]=1)([CH2:41][CH3:42])[CH2:50][CH3:51]

Participants

5

Reactant 4

HCID 996PhenolHCID 78491-Bromo-2-ChloroethaneHCID 66688783HCID 66688783, compoundHCID 66689314HCID 66689314, compound

Product 1

HCID 66689398HCID 66689398, compound

Procedure

α,α-Diethyl-2-(phenylmethoxy)-benzenemethanamine (Example 266d) was converted to N-cyclopropyl-3-[3-[[1-ethyl-1-(2-hydroxyphenyl)propyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzamide using the method described in Example 134. This phenol was alkylated with 1-bromo-2-chloroethane as described in example 167e to afford the subtitle product.

Sources & evidence

ORD record
ord-e6802ba7c25141bfb06bb8d33b7337e4
Source dataset
uspto-grants-2014_11
Patent number
US08889692B2

Reaction notes

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