tert-butyl 3-{[(4-{[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]carbamoyl}-3-[tetrahydro-2H-pyran-4-yl(trifluoroacetyl)amino]phenyl)amino]methyl}azetidine-1-carboxylate → tert-butyl 3-({[4-{[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]carbamoyl}-3-(tetrahydro-2H-pyran-4-ylamino)phenyl]amino}methyl)azetidine-1-carboxylate

HRID 512980Notes

Reaction equation

HRID 512980 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:50]=[C:51]([F:53])[CH:52]=1)[CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][N:10]=[C:9]2[NH:15][C:16]([C:18]1[CH:23]=[CH:22][C:21]([NH:24][CH2:25][CH:26]2[CH2:29][N:28]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:27]2)=[CH:20][C:19]=1[N:37]([CH:44]1[CH2:49][CH2:48][O:47][CH2:46][CH2:45]1)C(=O)C(F)(F)F)=[O:17]>CO>[F:1][C:2]1[CH:3]=[C:4]([CH:50]=[C:51]([F:53])[CH:52]=1)[CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][N:10]=[C:9]2[NH:15][C:16]([C:18]1[CH:23]=[CH:22][C:21]([NH:24][CH2:25][CH:26]2[CH2:27][N:28]([C:30]([O:32][C:33]([CH3:36])([CH3:34])[CH3:35])=[O:31])[CH2:29]2)=[CH:20][C:19]=1[NH:37][CH:44]1[CH2:45][CH2:46][O:47][CH2:48][CH2:49]1)=[O:17]

Participants

3

Reactant 1

HCID 86647629tert-butyl 3-{[(4-{[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]carbamoyl}-3-[tetrahydro-2H-pyran-4-yl(trifluoroacetyl)amino]phenyl)amino]methyl}azetidine-1-carboxylate

Product 1

HCID 68671777tert-butyl 3-({[4-{[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]carbamoyl}-3-(tetrahydro-2H-pyran-4-ylamino)phenyl]amino}methyl)azetidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-butyl 3-{[(4-{[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]carbamoyl}-3-[tetrahydro-2H-pyran-4-yl(trifluoroacetyl)amino]phenyl)amino]methyl}azetidine-1-carboxylate (760 mg, 1.02 mmol) was dissolved in MeOH (12 mL) and TEA (4 mL) and stirred at room temperature overnight. Volatiles were evaporated and the residue was taken-up with DCM and washed with brine. Organic phase was dried over sodium sulfate and evaporated to dryness.

Workup

  1. customVolatiles were evaporated
  2. washwashed with brine
  3. dry with materialOrganic phase was dried over sodium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-c3a12015e1b241898802100274c7d7eb
Source dataset
uspto-grants-2015_08
Patent number
US09102662B2

Reaction notes

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