2-Chloro-4,5-difluorobenzo[d]thiazole → 3-(4,5-Difluorobenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine

HRID 1926419Notes

Reaction equation

HRID 1926419 reaction equation
F[C:2]1[C:10]2[S:9][C:8]([C:11]3[C:12]([NH2:28])=[N:13][CH:14]=[C:15]([C:17]4[CH:18]=[N:19][N:20]([CH:22]5[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]5)[CH:21]=4)[CH:16]=3)=[N:7][C:6]=2[C:5]([C:29](F)([F:31])F)=C[CH:3]=1.ClC1SC2C=CC([F:43])=C(F)C=2N=1>>[F:43][C:5]1[C:6]2[N:7]=[C:8]([C:11]3[C:12]([NH2:28])=[N:13][CH:14]=[C:15]([C:17]4[CH:18]=[N:19][N:20]([CH:22]5[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]5)[CH:21]=4)[CH:16]=3)[S:9][C:10]=2[CH:2]=[CH:3][C:29]=1[F:31]

Participants

3

Reactant 2

HCID 247289682-Chloro-4,5-difluorobenzo[d]thiazoleHCID 67520656HCID 67520656, compound

Product 1

HCID 441589373-(4,5-Difluorobenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine

Procedure

Following the procedure for 3-(7-fluoro-4-trifluoromethylbenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine, using 2-chloro-4,5-difluoro-1,3-benzothiazole and conducting the Suzuki coupling at 80° C. for 3 h, the title compound was obtained as a yellow solid. MS (ES+): m/z=413.13 [MH+]. HPLC: tR=2.46 min (ZQ3, polar—5 min).

Workup

  1. customat 80° C.
  2. customfor 3 h

Sources & evidence

ORD record
ord-8f17390d279e45f38f3148c7cd543e4a
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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