2-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-(4-(hydroxymethyl)phenyl)thiazole-4-carboxylic acid → HCID 178509381, compound

HRID 1518300Notes

Reaction equation

HRID 1518300 reaction equation
S1C2C=CC=CC=2N=C1NC(C1C=CC=C2C=1CN(C1SC(C3C=CC(CO)=CC=3)=C(C(O)=O)N=1)CC2)=O.[NH2:39][C:40]1[N:44](C(OC(C)(C)C)=O)[N:43]=[C:42]([C:52]2[CH:53]=[C:54]([CH:103]=[CH:104][CH:105]=2)[O:55][CH2:56][C:57]2[CH:62]=[CH:61][C:60]([C:63]3[S:67][C:66]([N:68]4[CH2:77][CH2:76][C:75]5[C:70](=[C:71]([C:78](=[O:97])[N:79]([C:88]6[S:89][C:90]7[CH:96]=[CH:95][CH:94]=[CH:93][C:91]=7[N:92]=6)COCC[Si](C)(C)C)[CH:72]=[CH:73][CH:74]=5)[CH2:69]4)=[N:65][C:64]=3[C:98]([O:100]CC)=[O:99])=[CH:59][CH:58]=2)[C:41]=1[C:106]#[N:107]>>[NH2:39][C:40]1[NH:44][N:43]=[C:42]([C:52]2[CH:53]=[C:54]([CH:103]=[CH:104][CH:105]=2)[O:55][CH2:56][C:57]2[CH:58]=[CH:59][C:60]([C:63]3[S:67][C:66]([N:68]4[CH2:77][CH2:76][C:75]5[C:70](=[C:71]([C:78](=[O:97])[NH:79][C:88]6[S:89][C:90]7[CH:96]=[CH:95][CH:94]=[CH:93][C:91]=7[N:92]=6)[CH:72]=[CH:73][CH:74]=5)[CH2:69]4)=[N:65][C:64]=3[C:98]([OH:100])=[O:99])=[CH:61][CH:62]=2)[C:41]=1[C:106]#[N:107]

Participants

3

Reactant 2

HCID 468370542-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-(4-(hydroxymethyl)phenyl)thiazole-4-carboxylic acidHCID 86761596ethyl 5-(4-((3-(5-amino-1-(tert-butoxycarbonyl)-4-cyano-1H-pyrazol-3-yl)phenoxy)methyl)phenyl)-2-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)thiazole-4-carboxylate

Product 1

HCID 178509381HCID 178509381, compound

Procedure

The title compound 37 was prepared in a similar manner to the synthesis of compound 34 by substituting compound 34D with compound 37A: 1H NMR (DMSO-d6): δ 8.02 (d, J=7.36 Hz, 1H), 7.78 (d, J=7.98 Hz, 1H), 7.33-7.49 (m, 11H), 7.05-7.08 (m, 1H), 5.15 (s, 2H), 4.91 (s, 2H), 3.78 (t, J=6.14 Hz, 2H), 3.08 (t, J=5.83 Hz, 2H). MS (ESI(+)): m/z 725 (M+H).

Sources & evidence

ORD record
ord-10927861196c4772b2d6f639b0aed6ae
Source dataset
uspto-grants-2012_07
Patent number
US08232273B2

Reaction notes

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