3-fluoro-4-(1H-1,2,3,4-tetrazol-1-yl)benzoic acid → (3S,4R)-N-Cyclopropyl-3-fluoro-N-(3-fluoro-5'-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-4-tetrazol-1-yl-benzamide

HRID 68916Notes

Reaction equation

HRID 68916 reaction equation
[CH:1]1([NH:4][C@@H:5]2[CH2:10][CH2:9][N:8]([C:11]3[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][N:12]=3)[CH2:7][C@@H:6]2[F:21])[CH2:3][CH2:2]1.[F:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][C:31]=1[N:32]1[CH:36]=[N:35][N:34]=[N:33]1)[C:26](O)=[O:27]>>[CH:1]1([N:4]([C@@H:5]2[CH2:10][CH2:9][N:8]([C:11]3[CH:16]=[CH:15][C:14]([C:17]([F:18])([F:20])[F:19])=[CH:13][N:12]=3)[CH2:7][C@@H:6]2[F:21])[C:26](=[O:27])[C:25]2[CH:29]=[CH:30][C:31]([N:32]3[CH:36]=[N:35][N:34]=[N:33]3)=[C:23]([F:22])[CH:24]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 631904053-fluoro-4-(1H-1,2,3,4-tetrazol-1-yl)benzoic acidHCID 68289590HCID 68289590, compound

Product 1

HCID 68351966(3S,4R)-N-Cyclopropyl-3-fluoro-N-(3-fluoro-5'-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-4-tetrazol-1-yl-benzamide

Procedure

The title compound is prepared from (3S,4R)-cyclopropyl-(3-fluoro-5′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-amine and 3-fluoro-4-tetrazol-1-yl-benzoic acid following a procedure analogous to that described in Example 107. LC (method 19): tR=4.39 min; Mass spectrum (ESI+): m/z=494 [M+H]+.

Sources & evidence

ORD record
ord-3d4e4225d1b04262b264f59e2b2ec2f2
Source dataset
uspto-grants-2014_09
Patent number
US08822471B2

Reaction notes

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