2,2,3,3-Tetrafluoro-1,4-benzodioxin-6-amine → N-(2,2,3,3-tetrafluorobenzodioxan-6-yl) 3-[(1H-Pyrrolo[2,3-b]pyridin-3-ylmethyl)amino]thiophene-2-carboxamide

HRID 2211954Notes

Reaction equation

HRID 2211954 reaction equation
[F:1][C:2]1([F:23])[O:7][C:6]2[CH:8]=[CH:9][C:10]([NH:12][C:13]([C:15]3[S:16][CH:17]=[CH:18][C:19]=3[NH2:20])=[O:14])=[CH:11][C:5]=2[O:4][C:3]1([F:22])[F:21].NC1C=CC2OC(F)(F)C(F)(F)OC=2C=1.[NH:39]1[C:47]2[C:42](=[CH:43][CH:44]=[CH:45][N:46]=2)[C:41]([CH:48]=O)=[CH:40]1>>[F:23][C:2]1([F:1])[O:7][C:6]2[CH:8]=[CH:9][C:10]([NH:12][C:13]([C:15]3[S:16][CH:17]=[CH:18][C:19]=3[NH:20][CH2:48][C:41]3[C:42]4[C:47](=[N:46][CH:45]=[CH:44][CH:43]=4)[NH:39][CH:40]=3)=[O:14])=[CH:11][C:5]=2[O:4][C:3]1([F:22])[F:21]

Participants

4

Reactant 3

HCID 27765742,2,3,3-Tetrafluoro-1,4-benzodioxin-6-amineHCID 53728121H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 86594333N-(2,2,3,3-tetrafluorobenzodioxan-6-yl) 3-aminothiophene-2-carboxamide

Product 1

HCID 10480185N-(2,2,3,3-tetrafluorobenzodioxan-6-yl) 3-[(1H-Pyrrolo[2,3-b]pyridin-3-ylmethyl)amino]thiophene-2-carboxamide

Procedure

EXAMPLE 10 was prepared according to the procedure described in EXAMPLE 5 using N-(2,2,3,3-tetrafluorobenzodioxan-6-yl) 3-aminothiophene-2-carboxamide (prepared as described in example 1 part 1, using 6-amino-2,2,3,3-tetrafluorobenzodioxan instead of 4-trifluoromethoxyaniline) and 7-azaindole-3-carboxaldehyde (EXAMPLE 8, part 1) instead of 2-(N-methylcarbamoyl)pyridine-4-carboxaldehyde. MS (ES+): 479 [MH+]

Workup

  1. customEXAMPLE 10 was prepared
  2. customprepared

Sources & evidence

ORD record
ord-c8d55c8e89784555aae6577d4af06739
Source dataset
uspto-grants-2006_09
Patent number
US07101893B2

Reaction notes

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