7-Bromo-1,2,3-benzothiadiazole-5-carbonitrile → HCID 178509467, compound

HRID 389599Notes

Reaction equation

HRID 389599 reaction equation
C(OC([N:8](C(OC(C)(C)C)=O)[C:9]1[N:10]=[CH:11][C:12]([C:21]2[CH:22]=[N:23][N:24]([C@H:26]3[CH2:31][CH2:30][C@H:29]([O:32][Si](C(C)(C)C)(C)C)[CH2:28][CH2:27]3)[CH:25]=2)=[C:13]2[CH:17]=[C:16](B(O)O)[O:15][C:14]=12)=O)(C)(C)C.Br[C:48]1[C:56]2[S:55][N:54]=[N:53][C:52]=2[CH:51]=[C:50]([C:57]#[N:58])[CH:49]=1>>[NH2:8][C:9]1[N:10]=[CH:11][C:12]([C:21]2[CH:22]=[N:23][N:24]([C@H:26]3[CH2:27][CH2:28][C@H:29]([OH:32])[CH2:30][CH2:31]3)[CH:25]=2)=[C:13]2[CH:17]=[C:16]([C:48]3[C:56]4[S:55][N:54]=[N:53][C:52]=4[CH:51]=[C:50]([C:57]#[N:58])[CH:49]=3)[O:15][C:14]=12

Participants

3

Reactant 2

HCID 667607867-Bromo-1,2,3-benzothiadiazole-5-carbonitrileHCID 178454343HCID 178454343, compound

Product 1

HCID 178509467HCID 178509467, compound

Procedure

The title compound was prepared from {7-[bis(tert-butoxycarbonyl)amino]-4-[1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-1H-pyrazol-4-yl]furo[2,3-c]pyridin-2-yl}boronic acid and 7-bromo-1,2,3-benzothiadiazole-5-carbonitrile by a procedure analogous to Example 368. MS (ESI): 458.14 [M+H]+; HPLC tR=0.79 min (TOF: polar—2 min).

Workup

  1. customHPLC tR=0.79 min (TOF: polar—2 min)

Sources & evidence

ORD record
ord-4232381157a14c07ad767c3805e4c9fd
Source dataset
uspto-grants-2013_02
Patent number
US08378104B2

Reaction notes

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