Aniline → HCID 70032846, compound

HRID 1060614Notes

Reaction equation

C([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])C1C=CC=CC=1.N[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=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][C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=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 6115Aniline

HCID 70033043HCID 70033043, compound

Product 1

HCID 70032846HCID 70032846, compoundYield 38%

Procedure

The compound of Example 3h was synthesized in a manner similar to the synthesis of the compound of Example 3a, but using aniline as the amine in the last step. Cleavage of 50 mg of functionalized resin (0.54 mmol/g) and purification by RP-HPLC provided 4.0 mg (38%) of the title compound as a white powder. MS (M+H)+=519.4.

Workup

customCleavage of 50 mg of functionalized resin (0.54 mmol/g) and purification by RP-HPLC

Sources & evidence

ORD record: ord-58ec84e3305f48fabaaec05c1b3038e1
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06525044B2

Reaction notes

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