4-(Benzyloxy)-2-fluorobenzoic acid → 4-Benzyloxy-2-fluoro-N-methoxy-N-methyl-benzamide

Reaction equation

[CH3:1][O:2][N:3]([CH3:24])[C:4](=[O:23])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16]C=CC=3)N=2)=[CH:7][CH:6]=1.C(OC1C=CC(C(O)=O)=C([F:42])C=1)C1C=CC=CC=1>>[CH2:12]([O:11][C:8]1[CH:7]=[CH:6][C:5]([C:4]([N:3]([O:2][CH3:1])[CH3:24])=[O:23])=[C:10]([F:42])[CH:9]=1)[C:13]1[CH:22]=[CH:21][CH:20]=[CH:15][CH:16]=1

Participants

Reactant 2

HCID 223145024-(Benzyloxy)-2-fluorobenzoic acid

HCID 44234674Benzamide, N-methoxy-N-methyl-4-(2-quinolinylmethoxy)-

Product 1

HCID 862492344-Benzyloxy-2-fluoro-N-methoxy-N-methyl-benzamide

Procedure

Following the procedure for the preparation of N-Methoxy-N-methyl4-(quinolin-2-ylmethoxy)-benzamide but substituting 4-Benzyloxy-2-fluoro-benzoic acid provided the title compound. MS: (M+H m/z=290.2).

Sources & evidence

ORD record: ord-c1f7b80577c4444990715f2175634604
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07429665B2

Reaction notes

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