HCID 117727942, compound → HCID 118308150, compound

HRID 1750631Notes

Reaction equation

HRID 1750631 reaction equation
FC(F)(F)C1C=CC=CC=1C(N[C@H]1CCC[C@@H]1NC1C=NC(C(F)(F)F)=CN=1)=O.Cl.[F:31][C:32]([F:47])([F:46])[C:33]1[N:34]=[CH:35][C:36]([NH:39][C@H:40]2[CH2:44][CH2:43][CH2:42][C@@H:41]2[NH2:45])=[N:37][CH:38]=1.[F:48][C:49]1[C:50]([N:59]2[N:63]=[CH:62][CH:61]=[N:60]2)=[C:51]([C:55]([F:58])=[CH:56][CH:57]=1)[C:52](O)=[O:53]>>[F:48][C:49]1[C:50]([N:59]2[N:63]=[CH:62][CH:61]=[N:60]2)=[C:51]([C:55]([F:58])=[CH:56][CH:57]=1)[C:52]([NH:45][C@H:41]1[CH2:42][CH2:43][CH2:44][C@@H:40]1[NH:39][C:36]1[CH:35]=[N:34][C:33]([C:32]([F:31])([F:46])[F:47])=[CH:38][N:37]=1)=[O:53]

Participants

4

Reactant 3

HCID 117727942HCID 117727942, compound2×HCID 118308118(1S,2S)-1-N-[5-(Trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine hydrochloride2×HCID 118308264HCID 118308264, compound

Product 1

HCID 118308150HCID 118308150, compound

Procedure

Prepared according to the procedure for 2-(trifluoromethyl)-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]benzamide (Example 62) from (1S,2S)-1-N-[5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine hydrochloride (Intermediate 14; 60 mg, 0.21 mmol) and 3,6-difluoro-2-(2H-1,2,3-triazol-2-yl)benzoic acid (Intermediate 17; 50 mg, 0.21 mmol) except this was purified by reverse phase preparative HPLC (eluted with acetonitrile/water containing 0.1% ammonia) to afford the title compound.

Workup

  1. customPrepared
  2. customthis was purified by reverse phase preparative HPLC (eluted with acetonitrile/water containing 0.1% ammonia)

Sources & evidence

ORD record
ord-bf35de12a9264106843fc6d7e8648ac5
Source dataset
uspto-grants-2015_10
Patent number
US09156829B2

Reaction notes

Loading…