HCID 58098829, compound → HCID 49800542, compound

HRID 384260Notes

Reaction equation

HRID 384260 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]([NH:11][C:12]2[N:17]=[C:16]([NH:18][CH2:19][CH:20]3[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21]3)[C:15]([C:33](=[O:35])[NH2:34])=[CH:14][N:13]=2)[CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2]>C(O)(C(F)(F)F)=O>[C:1]([NH:4][C:5]1[CH:6]=[C:7]([NH:11][C:12]2[N:17]=[C:16]([NH:18][CH2:19][CH:20]3[CH2:21][CH2:22][NH:23][CH2:24][CH2:25]3)[C:15]([C:33]([NH2:34])=[O:35])=[CH:14][N:13]=2)[CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 58098829HCID 58098829, compound

Product 1

HCID 49800542HCID 49800542, compoundYield 59.2%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of tert-butyl 4-((2-(3-acetamidophenylamino)-5-carbamoylpyrimidin-4-ylamino)methyl)piperidine-1-carboxylate (100 mg, 0.207 mmol) in TFA (3 mL) was stirred at room temperature for 30 min. TFA was removed in vacuo. The residue was purified by HPLC to give the titled compound (47 mg). MS 384.4 (M+H); UV 200.0, 248.6 nm.

Workup

  1. customTFA was removed in vacuo
  2. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-5fa55987c34a4a8e94d7e12a7afe0a2f
Source dataset
uspto-grants-2013_02
Patent number
US08367689B2

Reaction notes

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