Methoxyacetic Acid → Methoxyacetic Acid

HRID 2393921Notes

Reaction equation

[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][CH2:11][CH2:12][N:13]([CH3:31])[CH2:14][CH2:15][C@@:16]1([OH:30])[CH2:25][CH2:24][C:23]2[C:18](=[CH:19][CH:20]=[C:21]([F:26])[CH:22]=2)[C@@H:17]1[CH:27]([CH3:29])[CH3:28].[CH3:32][O:33][CH2:34][C:35]([OH:37])=[O:36]>>[CH3:32][O:33][CH2:34][C:35]([OH:37])=[O:36].[CH3:32][O:33][CH2:34][C:35]([O:30][C@:16]1([CH2:15][CH2:14][N:13]([CH2:12][CH2:11][CH2:10][C:2]2[NH:3][C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[N:1]=2)[CH3:31])[CH2:25][CH2:24][C:23]2[C:18](=[CH:19][CH:20]=[C:21]([F:26])[CH:22]=2)[C@@H:17]1[CH:27]([CH3:28])[CH3:29])=[O:36]

Participants

Reactant 2

HCID 12251Methoxyacetic Acid

HCID 9830209(1S,2S)-2-[2-{[3-(1H-benzimidazol-2-yl)-propyl]methylamino}ethyl]-6-fluoro-1-isopropyl-1,2,3,4-tetrahydronaphthalen-2-ol

Product 2

HCID 12251Methoxyacetic Acid

HCID 60663Mibefradil

Procedure

The method of claim 10 further including the step of contacting the thus-formed (1S,2S)-2-[2-{[3-(1H-benzimidazol-2-yl)propyl]methylamino}ethyl]-6-fluoro-1-isopropyl-1,2,3,4-tetrahydronaphthalen-2-ol with methoxyacetic acid or an activated derivative of methoxyacetic acid to form (1S,2S)-2-[2-{[3-(1H-benzimidazol-2-yl)propyl]methylamino}ethyl]-6-fluoro-1-isopropyl-1,2,3,4-tetrahydronaphthalen-2-yl methoxyacetate.

Sources & evidence

ORD record: ord-10b51126afd446d9b559bba74e746541
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05808088

Reaction notes

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