N-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chlorophenyl]acrylamide → HCID 178483940, compound

HRID 630392Notes

Reaction equation

HRID 630392 reaction equation
[Si](OCC1C=CC(NC(=O)C=C)=C(Cl)C=1)(C(C)(C)C)(C)C.OC(C1SC=CC=1)(C1SC=CC=1)C(O[C@H]1CC[C@H](NC)CC1)=O.[OH:45][C:46]([C:86]1[S:87][CH:88]=[CH:89][CH:90]=1)([C:81]1[S:82][CH:83]=[CH:84][CH:85]=1)[C:47]([O:49][C@H:50]1[CH2:55][CH2:54][C@H:53]([N:56]([CH2:58][CH2:59][C:60]([NH:62][C:63]2[CH:68]=[C:67](OC)[C:66]([CH2:71][O:72][Si:73]([C:76]([CH3:79])([CH3:78])[CH3:77])([CH3:75])[CH3:74])=[CH:65][C:64]=2[Cl:80])=[O:61])[CH3:57])[CH2:52][CH2:51]1)=[O:48]>ClCCl>[OH:45][C:46]([C:81]1[S:82][CH:83]=[CH:84][CH:85]=1)([C:86]1[S:87][CH:88]=[CH:89][CH:90]=1)[C:47]([O:49][C@H:50]1[CH2:51][CH2:52][C@H:53]([N:56]([CH2:58][CH2:59][C:60]([NH:62][C:63]2[CH:68]=[CH:67][C:66]([CH2:71][O:72][Si:73]([C:76]([CH3:79])([CH3:78])[CH3:77])([CH3:75])[CH3:74])=[CH:65][C:64]=2[Cl:80])=[O:61])[CH3:57])[CH2:54][CH2:55]1)=[O:48]

Participants

5

Reactant 3

HCID 67145162N-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chlorophenyl]acrylamide2×HCID 178484861HCID 178484861, compound2×HCID 178493273HCID 178493273, compound

Product 1

HCID 178483940HCID 178483940, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Obtained as a beige solid (45%) starting from N-[4-({[tert-butyl(dimethyl)silyl]oxy}-methyl)-2-chlorophenyl]-acrylamide (intermediate 47; 0.56 g, 1.73 mmol) and trans-4-(methylamino)cyclohexyl hydroxy(di-2-thienyl)acetate (intermediate 5; 0.5 g, 1.42 mmol) in 14 ml dichloromethane and following the experimental procedure as described for intermediate 41.

Sources & evidence

ORD record
ord-de4de64076c742c1ac2df0f17b050acc
Source dataset
uspto-grants-2016_04
Patent number
US09315463B2

Reaction notes

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