HCID 57546152, compound → HCID 57546076, compound

HRID 913922Notes

Reaction equation

HRID 913922 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH:11]([O:16][CH2:17][C:18]3([C:31]4[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=4)[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]3)[C:12]([O:14]C)=[O:13])[CH:10]=1)[NH:7][N:6]=[CH:5]2.C(OC(N1CCC(COC(C2C3C(=CN(COCC[Si](C)(C)C)N=3)C=C(Cl)C=2)C(O)=O)(C2C=CC(F)=CC=2)CC1)=O)(C)(C)C>ClCCl.CO>[C:27]([O:26][C:24]([N:21]1[CH2:20][CH2:19][C:18]([CH2:17][O:16][CH:11]([C:9]2[CH:10]=[C:2]([Cl:1])[CH:3]=[C:4]3[C:8]=2[NH:7][N:6]=[CH:5]3)[C:12]([OH:14])=[O:13])([C:31]2[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=2)[CH2:23][CH2:22]1)=[O:25])([CH3:30])([CH3:28])[CH3:29]

Participants

4

Procedure

Prepared according to the procedure used to prepare tert-butyl 4-((1-(5-chloro-1H-indazol-7-yl)-2-methoxy-2-oxoethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate using 2-((1-(tert-butoxycarbonyl)-4-(4-fluorophenyl)piperidin-4-yl)methoxy)-2-(5-chloro-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-7-yl)acetic acid as the starting material and using dichloromethane/methanol in its purification. tR=3.03 min (Phenomenex C18 3.0×50 mm, A=90% H2O/10% methanol, B=90% methanol/10% H2O, Modifier 0.1% TFA, 0.00 min=0% B, 3.0 min=100% B, 5.0 min=100% B, Flow rate=4 mL/min). Mass spec.: 518.22 (MH)+.

Workup

  1. customPrepared
  2. customin its purification
  3. customA=90% H2O/10% methanol, B=90% methanol/10% H2O, Modifier 0.1% TFA, 0.00 min=0% B, 3.0 min=100% B, 5.0 min=100% B, Flow rate=4 mL/min

Sources & evidence

ORD record
ord-33f6eda46ddd4dcb86beba4f162caf3f
Source dataset
uspto-grants-2011_09
Patent number
US08026257B2

Reaction notes

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