2-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-(4-(hydroxymethyl)phenyl)thiazole-4-carboxylic acid → HCID 178509383, compound

HRID 1518298Notes

Reaction equation

HRID 1518298 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:99]=[CH:100][CH:101]=2)[O:55][CH2:56][C:57]#[C:58][C:59]2[S:63][C:62]([N:64]3[CH2:73][CH2:72][C:71]4[C:66](=[C:67]([C:74](=[O:93])[N:75]([C:84]5[S:85][C:86]6[CH:92]=[CH:91][CH:90]=[CH:89][C:87]=6[N:88]=5)COCC[Si](C)(C)C)[CH:68]=[CH:69][CH:70]=4)[CH2:65]3)=[N:61][C:60]=2[C:94]([O:96]CC)=[O:95])[C:41]=1[C:102]#[N:103]>>[NH2:39][C:40]1[NH:44][N:43]=[C:42]([C:52]2[CH:53]=[C:54]([CH:99]=[CH:100][CH:101]=2)[O:55][CH2:56][C:57]#[C:58][C:59]2[S:63][C:62]([N:64]3[CH2:73][CH2:72][C:71]4[C:66](=[C:67]([C:74](=[O:93])[NH:75][C:84]5[S:85][C:86]6[CH:92]=[CH:91][CH:90]=[CH:89][C:87]=6[N:88]=5)[CH:68]=[CH:69][CH:70]=4)[CH2:65]3)=[N:61][C:60]=2[C:94]([OH:96])=[O:95])[C:41]=1[C:102]#[N:103]

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 86761595ethyl 5-(3-(3-(5-amino-1-(tert-butoxycarbonyl)-4-cyano-1H-pyrazol-3-yl)phenoxy)prop-1-ynyl)-2-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)thiazole-4-carboxylate

Product 1

HCID 178509383HCID 178509383, compound

Procedure

Title compound 36 was prepared in a similar manner to the synthesis of compound 34 by substituting compound 34D with compound 36C in step 5 of Example 34: 1H NMR (DMSO-d6): δ 8.03 (d, J=7.93 Hz, 1H), 7.79 (d, J=7.93 Hz, 1H), 7.66-7.68 (m, 1H), 7.35-7.48 (m, 8H), 5.08 (s, 2H), 4.91 (s, 2H), 3.70-3.73 (m, 2H), 3.46-3.49 (m, 2H), 3.05-3.07 (m, 2H). MS (ESI(+)): m/z 670 (M−H).

Sources & evidence

ORD record
ord-c014114f4dda4c0a97b859b9cb231f9d
Source dataset
uspto-grants-2012_07
Patent number
US08232273B2

Reaction notes

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