Acetic Acid → HCID 46244938, compound

HRID 1846555Notes

Reaction equation

HRID 1846555 reaction equation
[NH2:1][C:2]1[CH:34]=[CH:33][C:5]([O:6][C:7]2[N:12]=[CH:11][N:10]=[C:9]([N:13]3[CH2:18][CH2:17][CH:16]([N:19]4[CH2:25][CH2:24][C:23]5[CH:26]=[C:27]([O:30][CH3:31])[CH:28]=[CH:29][C:22]=5[NH:21][C:20]4=[O:32])[CH2:15][CH2:14]3)[CH:8]=2)=[CH:4][C:3]=1[CH3:35].[CH3:36][C:37](O)=[O:38].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.O>CN(C=O)C>[CH3:31][O:30][C:27]1[CH:28]=[CH:29][C:22]2[NH:21][C:20](=[O:32])[N:19]([CH:16]3[CH2:15][CH2:14][N:13]([C:9]4[N:10]=[CH:11][N:12]=[C:7]([O:6][C:5]5[CH:33]=[CH:34][C:2]([NH:1][C:37](=[O:38])[CH3:36])=[C:3]([CH3:35])[CH:4]=5)[CH:8]=4)[CH2:18][CH2:17]3)[CH2:25][CH2:24][C:23]=2[CH:26]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 46244939HCID 46244939, compound

Product 1

HCID 46244938HCID 46244938, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

80 mg (0.17 mmol) 3-(1-(6-(4-amino-3-methylphenoxy)pyrimidin-4-yl)piperidin-4-yl)-7-methoxy-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-one, 0.02 mL (0.35 mmol) AcOH, 120 mg (0.37 mmol) TBTU and 0.06 mL (0.43 mmol) TEA in 2.0 mL DMF were stirred for 2 h at RT. Water was added to the reaction mixture. The precipitate was suction filtered and purified by preparative HPLC-MS. The fractions containing product were combined and freeze-dried.

Workup

  1. filtrationfiltered
  2. custompurified by preparative HPLC-MS
  3. additionThe fractions containing product
  4. customfreeze-dried

Sources & evidence

ORD record
ord-090f991dc4f44c0b9adae2225f135bad
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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