methyl 2-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-(3-hydroxypropyl)thiazole-4-carboxylate → methyl 2-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-(3-hydroxypropyl)thiazole-4-carboxylate
Reaction equation
S1C2C=CC=CC=2N=C1NC(C1C=CC=C2C=1CN(C1SC(CCCO)=C(C(OC)=O)N=1)CC2)=O.[S:36]1[C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][C:39]=2[N:38]=[C:37]1[N:45]([CH2:71][O:72][CH2:73][CH2:74][Si:75]([CH3:78])([CH3:77])[CH3:76])[C:46]([C:48]1[CH:49]=[CH:50][CH:51]=[C:52]2[C:57]=1[CH2:56][N:55]([C:58]1[S:59][C:60]([C:67]#[C:68][CH2:69][OH:70])=[C:61]([C:63]([O:65][CH3:66])=[O:64])[N:62]=1)[CH2:54][CH2:53]2)=[O:47]>>[S:36]1[C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][C:39]=2[N:38]=[C:37]1[N:45]([CH2:71][O:72][CH2:73][CH2:74][Si:75]([CH3:78])([CH3:77])[CH3:76])[C:46]([C:48]1[CH:49]=[CH:50][CH:51]=[C:52]2[C:57]=1[CH2:56][N:55]([C:58]1[S:59][C:60]([CH2:67][CH2:68][CH2:69][OH:70])=[C:61]([C:63]([O:65][CH3:66])=[O:64])[N:62]=1)[CH2:54][CH2:53]2)=[O:47]Participants
3
Reactant 2
HCID 59447541methyl 2-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-(3-hydroxypropyl)thiazole-4-carboxylate
HCID 59447677methyl 2-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-(3-hydroxyprop-1-ynyl)thiazole-4-carboxylateProduct 1
Procedure
The title compound (47F) was prepared in a similar manner to the synthesis of compound 8E by substituting compound 8D with compound 47E: LC/MS (APCI): m/z 639 (M+H).
Sources & evidence
- ORD record
- ord-83a4217669ad4db8bd48480b02add109
- Source dataset
- uspto-grants-2012_07
- Patent number
- US08232273B2
Reaction notes
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