4-Methoxybenzylamine → HCID 70032528, compound

HRID 1060610Notes

Reaction equation

[CH2:1]([NH:8][C:9]([CH:11]1[CH2:23][N:21]2[C:22]3[CH:14]([CH:15]([NH:24][C:25](=[O:38])[CH:26]([CH2:34][CH:35]([CH3:37])[CH3:36])[CH:27]([CH2:31][CH2:32][CH3:33])[C:28]([NH2:30])=[O:29])[CH2:16][CH2:17][C:18]=3[CH:19]=[CH:20]2)[C:13](=[O:39])[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:40][O:41]C1C=CC(CN)=CC=1>>[CH2:34]([CH:26]([CH:27]([CH2:31][CH2:32][CH3:33])[C:28]([NH2:30])=[O:29])[C:25]([NH:24][CH:15]1[CH:14]2[C:13](=[O:39])[CH2:12][CH:11]([C:9](=[O:10])[NH:8][CH2:1][C:2]3[CH:3]=[CH:4][C:5]([O:41][CH3:40])=[CH:6][CH:7]=3)[CH2:23][N:21]3[C:22]2=[C:18]([CH:19]=[CH:20]3)[CH2:17][CH2:16]1)=[O:38])[CH:35]([CH3:36])[CH3:37]

Participants

Reactant 2

HCID 754524-Methoxybenzylamine

HCID 70033043HCID 70033043, compound

Product 1

HCID 70032528HCID 70032528, compoundYield 40%

Procedure

The compound of Example 3d was synthesized in a manner similar to the synthesis of the compound of Example 3a, but using 4-methoxybenzylamine as the amine in the last step. Cleavage of 100 mg of functionalized resin (0.53 mmol/g) and purification by RP-HPLC provided 12.0 mg (40%) of the title compound as a white powder. MS (M+H)+=563.43.

Workup

customCleavage of 100 mg of functionalized resin (0.53 mmol/g) and purification by RP-HPLC

Sources & evidence

ORD record: ord-6ff9eafc74c04501aaaab6c3d1485d77
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06525044B2

Reaction notes

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