1-Pyrrolidineethanamine → HCID 59851410, compound

HRID 545007Notes

Reaction equation

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

Participants

Reactant 2

HCID 13441-Pyrrolidineethanamine

HCID 59852114HCID 59852114, compound

Product 1

HCID 59851410HCID 59851410, compound

Procedure

In a manner similar to that described for Method N, 2-(3,4-dimethoxy-phenylamino)-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepine-10-carboxylic acid (I-43) and 2-(pyrrolidin-1-yl)ethanamine were converted to I-75 (6%) after purification by C-18 RP LC-MS chromatography. HRMS Calcd. for C27H11N6O4: 503.2406, Found 503.2399.

Workup

customafter purification by C-18 RP LC-MS chromatography

Sources & evidence

ORD record: ord-ceaaa3f25dd546a7ac523dd5b11f21e1
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07935694B2

Reaction notes

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