3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride → HCID 72196115, compound

HRID 879474Notes

Reaction equation

HRID 879474 reaction equation
[C:1]([O:5][C@@H:6]([C:10]1[C:28]([CH3:29])=[CH:27][C:13]2[N:14]=[C:15]([N:17]3[CH2:26][CH2:25]C4N=CC=CC=4C3)[S:16][C:12]=2[C:11]=1[C:30]1[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2].Cl.[F:38][C:39]([F:50])([F:49])[C:40]1[N:44]2CCN[CH2:48][C:43]2=[N:42][N:41]=1>>[C:1]([O:5][C@@H:6]([C:10]1[C:28]([CH3:29])=[CH:27][C:13]2[N:14]=[C:15]([N:17]3[CH2:48][CH2:43][N:44]4[C:40]([C:39]([F:50])([F:49])[F:38])=[N:41][N:42]=[C:25]4[CH2:26]3)[S:16][C:12]=2[C:11]=1[C:30]1[CH:31]=[CH:32][C:33]([Cl:36])=[CH:34][CH:35]=1)[C:7]([OH:9])=[O:8])([CH3:3])([CH3:4])[CH3:2]

Participants

3

Reactant 2

HCID 119613713-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochlorideHCID 86700211HCID 86700211, compound

Product 1

HCID 72196115HCID 72196115, compound

Procedure

Prepared in a similar manner as (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(7,8-dihydro-1,6-naphthyridin-6(5H)-yl)-5-methylbenzo[d]thiazol-6-yl)acetic acid except using 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride instead of 5,6,7,8-tetrahydro-1,6-naphthyridine, dihydrochloride, hydrate. LCMS-ESI+: calc'd for C26H25ClF3N5O3S: 580.1, 582.1 (M+H+); Found: 580.2, 582.2 (M+H+). 1H NMR (400 MHz, CD3OD): δ 7.72-7.45 (m, 4H), 7.41 (s, 1H), 5.16 (s, 1H), 5.09 (s, 2H), 4.38 (t, J=5.4 Hz, 2H), 4.11 (t, J=5.5 Hz, 2H), 2.51 (s, 3H), 0.95 (s, 2H).

Sources & evidence

ORD record
ord-5e57730d575d40cab10bf1ba8a83f655
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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