5-chloro-2-(2H-1,2,3-triazol-2-yl)benzoic acid → HCID 118308242, compound

HRID 1750619Notes

Reaction equation

HRID 1750619 reaction equation
N1([C:7]2[C:8]([C:13]([NH:15][C@H:16]3[CH2:20][CH2:19][CH2:18][C@@H:17]3[NH:21][C:22]3[CH:27]=[N:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][N:23]=3)=[O:14])=NC=CC=2)CCCCC1.Cl.FC(F)(F)C1N=CC(N[C@H]2CCC[C@@H]2N)=NC=1.[Cl:50][C:51]1[CH:52]=[CH:53][C:54]([N:60]2[N:64]=[CH:63][CH:62]=[N:61]2)=C(C=1)C(O)=O>>[Cl:50][C:51]1[CH:52]=[CH:53][C:54]([N:60]2[N:64]=[CH:63][CH:62]=[N:61]2)=[C:8]([CH:7]=1)[C:13]([NH:15][C@H:16]1[CH2:20][CH2:19][CH2:18][C@@H:17]1[NH:21][C:22]1[CH:27]=[N:26][C:25]([C:28]([F:31])([F:29])[F:30])=[CH:24][N:23]=1)=[O:14]

Participants

4

Reactant 3

HCID 670867345-chloro-2-(2H-1,2,3-triazol-2-yl)benzoic acid2×HCID 118308118(1S,2S)-1-N-[5-(Trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine hydrochloride2×HCID 1183082953-(Piperidin-1-yl)-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]pyridine-2-carboxamide

Product 1

HCID 118308242HCID 118308242, compound

Procedure

Prepared according to the procedure for 3-(piperidin-1-yl)-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]pyridine-2-carboxamide (Example 51) from (1S,2S)-1-N-[5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine hydrochloride (Intermediate 14; 500 mg, 1.77 mmol) and 5-chloro-2-(2H-1,2,3-triazol-2-yl)benzoic acid (Intermediate 38a; CAS number 1293284-54-4; 396 mg, 1.77 mmol) except this was purified only by column chromatography (silica, 40-100% ethyl acetate/petrol) to afford the title compound.

Workup

  1. customPrepared
  2. customthis was purified only by column chromatography (silica, 40-100% ethyl acetate/petrol)

Sources & evidence

ORD record
ord-f00cae9c27b94e17ae03c5aa43ece6ae
Source dataset
uspto-grants-2015_10
Patent number
US09156829B2

Reaction notes

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