Diisopropylethylamine → HCID 42642472, compound

HRID 2064349Notes

Reaction equation

HRID 2064349 reaction equation
[C:1]([C:3]1[C@@H:8]([C:9]2[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][C:10]=2[S:17]([CH3:20])(=[O:19])=[O:18])[N:7]([C:21](OC2C=CC([N+]([O-])=O)=CC=2)=[O:22])[C:6](=[O:33])[N:5]([C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([C:40]([F:43])([F:42])[F:41])[CH:35]=2)[C:4]=1[CH3:44])#[N:2].Cl.[NH2:46][CH2:47][C:48]([NH2:50])=[O:49].C(N(CC)C(C)C)(C)C>C(#N)C>[NH2:50][C:48](=[O:49])[CH2:47][NH:46][C:21]([N:7]1[C@H:8]([C:9]2[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][C:10]=2[S:17]([CH3:20])(=[O:18])=[O:19])[C:3]([C:1]#[N:2])=[C:4]([CH3:44])[N:5]([C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([C:40]([F:43])([F:42])[F:41])[CH:35]=2)[C:6]1=[O:33])=[O:22]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 2723639Glycinamide hydrochlorideHCID 666017634-Nitrophenyl (6S)-5-cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxylate

Product 1

HCID 42642472HCID 42642472, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

According to the General Procedure 1, 4-nitrophenyl (6S)-5-cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxylate (197 mg, 0.315 mmol; Example 6A) was reacted with glycinamide hydrochloride (104 mg, 0.945 mmol) and N,N-diisopropylethylamine (122 mg, 0.945 mmol) in acetonitrile (2.5 ml) to give the target compound (72 mg, 39% of theory).

Workup

  1. customto give the target compound (72 mg, 39% of theory)

Sources & evidence

ORD record
ord-e709e0a6ce604734b6867be6e6cd702f
Source dataset
uspto-grants-2012_10
Patent number
US08288402B2

Reaction notes

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