2,3-Dichlorobenzoyl chloride → HCID 90409317, compound

HRID 2177620Notes

Reaction equation

HRID 2177620 reaction equation
[CH3:1][CH:2]1[NH:7][CH2:6][C:5]2[N:8]=[N:9][N:10]([C:11]3[C:16]([F:17])=[CH:15][CH:14]=[CH:13][N:12]=3)[C:4]=2[CH2:3]1.[Cl:18][C:19]1[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:20]=1[C:21](Cl)=[O:22].ClC1C(C(F)(F)F)=CC=CC=1C(Cl)=O.NC1C(F)=CC=CN=1>>[Cl:18][C:19]1[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:20]=1[C:21]([N:7]1[CH:2]([CH3:1])[CH2:3][C:4]2[N:10]([C:11]3[C:16]([F:17])=[CH:15][CH:14]=[CH:13][N:12]=3)[N:9]=[N:8][C:5]=2[CH2:6]1)=[O:22]

Participants

5

Reactant 4

HCID 179442,3-Dichlorobenzoyl chlorideHCID 27628092-Amino-3-fluoropyridineHCID 38276332-Chloro-3-(trifluoromethyl)benzoyl chlorideHCID 90409171HCID 90409171, compound2×

Product 1

HCID 90409317HCID 90409317, compound

Procedure

Example 161 was prepared from 6-methyl-1-(3-fluoropyridin-2-yl)-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridine using the conditions described in Example 63 Step 5 substituting 2,3-dichlorobenzoyl chloride for 2-chloro-3-(trifluoromethyl)benzoyl chloride. 6-Methyl-1-(3-fluoropyridin-2-yl)-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridine was made using the route described in Example 116 beginning from 2-amino-3-fluoropyridine instead of 2-aminopyridine in step A. Subsequent steps were carried out analogous to those described in Example 116 steps B-D. MS (ESI) mass calcd. C18H14Cl2FN5O, 405.06. m/z found, 406.1 [M+H]+.

Sources & evidence

ORD record
ord-0b0424382e3e495fb40e2cd7ca257e57
Source dataset
uspto-grants-2015_06
Patent number
US09066946B2

Reaction notes

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