Monobenzone → 4-(2-(4-(Benzyloxy)phenoxy)ethyl)morpholine

HRID 1518374Notes

Reaction equation

HRID 1518374 reaction equation
NC1N(C(OC(C)(C)C)=O)N=C([C:14]2[CH:67]=[CH:66][C:17]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][C:23](C4SC(N5CCC6C(=C(C(=O)N(C7SC8C=CC=CC=8N=7)COCC[Si](C)(C)C)C=CC=6)C5)=NC=4C(OCC)=O)=[CH:22][CH:21]=3)=[CH:16][CH:15]=2)C=1C#N.NC1N(C(OC(C)(C)C)=O)N=C(C2C=CC(O)=CC=2)C=1C#N.[O:92]1[CH2:97][CH2:96][N:95]([CH2:98][CH2:99][OH:100])[CH2:94][CH2:93]1.C(OC1C=CC(O)=CC=1)C1C=CC=CC=1>>[CH2:19]([O:18][C:17]1[CH:16]=[CH:15][C:14]([O:100][CH2:99][CH2:98][N:95]2[CH2:96][CH2:97][O:92][CH2:93][CH2:94]2)=[CH:67][CH:66]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

5

Reactant 4

HCID 7638MonobenzoneHCID 611632-MorpholinoethanolHCID 59447596ethyl 5-(4-((4-(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-carboxylateHCID 136027725tert-butyl 5-amino-4-cyano-3-(4-hydroxyphenyl)-1H-pyrazole-1-carboxylate

Product 1

HCID 22969504-(2-(4-(Benzyloxy)phenoxy)ethyl)morpholine

Procedure

Compound 88A was prepared in a similar manner to the synthesis of compound 35A by substituting compound 34B and compound 31F with 2-morpholinoethanol and 4-(benzyloxy)phenol, respectively: ESI (+)LC/MS: 314 (M+H)+.

Sources & evidence

ORD record
ord-f9da4b10df074e2293322b095ff813e3
Source dataset
uspto-grants-2012_07
Patent number
US08232273B2

Reaction notes

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