Triphenylphosphine → HCID 45111803, compound

HRID 1678680Notes

Reaction equation

HRID 1678680 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]([CH:17]([CH:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[OH:18])=[C:15]3[C:10]([CH:11]=[C:12]([F:26])[C:13]([F:25])=[CH:14]3)=[N:9]2)=[CH:4][CH:3]=1.C[O:28][C:29]([C:31]1([O:34][C:35]2[CH:40]=[CH:39][C:38](O)=[CH:37][CH:36]=2)[CH2:33][CH2:32]1)=[O:30].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16]([CH:17]([CH:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[O:18][C:38]3[CH:39]=[CH:40][C:35]([O:34][C:31]4([C:29]([OH:30])=[O:28])[CH2:33][CH2:32]4)=[CH:36][CH:37]=3)=[C:15]3[C:10]([CH:11]=[C:12]([F:26])[C:13]([F:25])=[CH:14]3)=[N:9]2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 67131070HCID 67131070, compoundHCID 67131209HCID 67131209, compound

Product 1

HCID 45111803HCID 45111803, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In analogy to the procedure described in example 29.2, [rac]-[2-(4-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-cyclohexyl-methanol (example 24.4) was reacted with 1-(4-hydroxy-phenoxy)-cyclopropanecarboxylic acid methyl ester (Hazeldine, Stuart T.; Polin, Lisa; Kushner, Juiwanna; White, Kathryn; Corbett, Thomas H.; Horwitz, Jerome P. Bioorganic & Medicinal Chemistry (2005), 13(12), 3910-3920) in the presence of tri-phenylphosphine and di-tert-butyl azodicarboxylate in THF to give the title compound as white solid. MS: m/e=567.4 [M+H4].

Sources & evidence

ORD record
ord-66c6896128284cbabf3737fbfde5fb7e
Source dataset
uspto-grants-2011_08
Patent number
US08008505B2

Reaction notes

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