Aspirin → HCID 178427217, compound

HRID 1247768Notes

Reaction equation

C(O[C:5]1[C:6](=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:7](O)=O)(=O)C.CC1C=CC=C(NC2C=CC=C[C:28]=2[C:29]([OH:31])=[O:30])C=1C.OC(C([C:37]1[CH:46]=[CH:45][C:40]([CH2:41][CH:42]([CH3:44])[CH3:43])=[CH:39][CH:38]=1)C)=O.CC1N(C(C2C=CC(Cl)=CC=2)=O)C2C=CC(OC)=CC=2C=1CC(O)=O.[CH3:72][S:73](C1C=CC(C2COC(=O)C=2C2C=CC=CC=2)=CC=1)(=[O:75])=O.CC1C=CC(C2N(C3C=CC(S(N)(=O)=O)=CC=3)N=C(C(F)(F)[F:117])C=2)=CC=1>>[CH3:44][C:42]1=[C:43]([CH2:28][C:29]([OH:31])=[O:30])[C:39]2[CH:38]=[C:37]([F:117])[CH:46]=[CH:45][C:40]=2/[C:41]/1=[CH:7]\[C:6]1[CH:10]=[CH:11][C:12]([S+:73]([O-:75])[CH3:72])=[CH:13][CH:5]=1

Participants

Reactant 6

HCID 2244Aspirin

HCID 2662Celecoxib3×

HCID 3672Ibuprofen, (+-)-

HCID 3715Indomethacin

HCID 4044Mefenamic acid

HCID 5090Rofecoxib

Product 1

HCID 178427217HCID 178427217, compound

Procedure

acetyl salicylic acid (ortho-acetoxybenzoic acid), mefenamic acid (2-[(2,3-Dimethylphenyl)amino]benzoic acid); ibuprofen (α-methyl-4-(2-methylpropyl)-benzeneacetic acid); indomethacin (1-(p-chlorobenzoyl)-5-methoxy-2-methyl-indole-3-acetic acid); and rofecoxib (4-[4-(methylsulfonyl)phenyl]-3-phenyl- 2(5H)-furanone, for example, Vioxx®, sold by Merck) and celecoxib (4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-benzenesulfonamide, for example, Celebrex® sold by Pfizer.

Sources & evidence

ORD record: ord-751b7506e6cc4a17a243c48b4338c51a
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07129374B2

Reaction notes

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