4-Methylmorpholine → HCID 57034745, compound

HRID 359764Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][C:3]=1[S:15][CH:16]([C:22]1[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[C:24]([F:30])[CH:23]=1)[CH:17]([OH:21])[C:18](O)=[O:19].C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.CN1CCOCC1>>[F:30][C:24]1[CH:23]=[C:22]([C@H:16]2[C@@H:17]([OH:21])[C:18](=[O:19])[NH:1][C:2]3[CH:7]=[CH:6][C:5]([O:8][C:9]4[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=4)=[CH:4][C:3]=3[S:15]2)[CH:27]=[CH:26][C:25]=1[O:28][CH3:29]

Participants

Reactant 3

HCID 79724-Methylmorpholine

HCID 199401P,P-Diphenylphosphinic azide

HCID 20063871HCID 20063871, compound

Product 1

HCID 57034745HCID 57034745, compoundYield 48.9%

Procedure

922 mg of 3-(2-amino-5-phenoxyphenyl)thio-3-(3-fluoro-4-methoxyphenyl)-2-hydroxypropionic acid [prepared as described in step (b) above] were subjected to ring closure in the same manner as described in Example 1(c) using 0.59 ml of diphenylphosphorylazide and 0.59 ml of N-methylmorpholine The product was then extracted and purified as described in Example 1(c), to give 432 mg of the title compound as a powder, melting at 246-247° C.

Workup

extractionwas then extracted
custompurified

Sources & evidence

ORD record: ord-005498e791cc44c8bed920bdacc2528b
Source dataset: uspto-grants-1991_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05002942

Reaction notes

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