Dimethylformamide → HCID 68456100, compound

HRID 2358400Notes

Reaction equation

HRID 2358400 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8](C(=C)C(O)=O)=[C:7]([O:16][CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:25](P(CC)C#N)[CH3:26].[NH2:32][CH2:33][C:34]1[CH:39]=[C:38]([CH:40]=[CH2:41])[C:37]([NH:42][S:43]([CH3:46])(=[O:45])=[O:44])=[C:36]([F:47])[CH:35]=1.C(N(CC)CC)C.CN([CH:58]=[O:59])C>>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:25]=[CH:26][C:58]([NH:32][CH2:33][C:34]2[CH:39]=[C:38]([CH:40]=[CH2:41])[C:37]([NH:42][S:43]([CH3:46])(=[O:45])=[O:44])=[C:36]([F:47])[CH:35]=2)=[O:59])=[C:7]([O:16][CH2:17][CH2:18][N:19]2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]2)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 15917076HCID 15917076, compoundHCID 57665528HCID 57665528, compoundHCID 86629776HCID 86629776, compound

Product 1

HCID 68456100HCID 68456100, compoundYield 100%

Procedure

3-[4-tert-Butyl-2-(2-piperidin-1-yl-ethoxy)phenylacrylic acid (0.039 mmol, 1 eq.), diethylcyanophosphine 7.1 μl (0.0.047 mmol, 1.2 eq), N-(4-aminomethyl-2-fluoro-6-vinylphenyl)-methanesulfonamide 16.8 mg (0.047 mmol, 1.2 eq.), and triethylamine 16.3 μl (0.117 mmol, 3 eq) were added in DMF. The mixture was stirred overnight at room temperature. The reaction mixture was purified according to Example 25 to give solid (32.6 mg, 100%).

Workup

  1. customThe reaction mixture was purified

Sources & evidence

ORD record
ord-462daf4a8b524becb59bbb48b3d18443
Source dataset
uspto-grants-2010_07
Patent number
US07763657B2

Reaction notes

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