Triethylamine → HCID 57890297, compound

HRID 1819897Notes

Reaction equation

C(N(CC)CC)C.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1.[CH3:29][N:30]1[CH2:37][CH2:36][CH2:35][C@H:31]1[C:32]([OH:34])=O.[CH:38]1[C:46]2[C:45]3[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][C:44]=3[O:43][C:42]=2[CH:41]=[CH:40][C:39]=1[NH2:52]>>[CH3:29][N:30]1[CH2:37][CH2:36][CH2:35][C@H:31]1[C:32]([NH:52][C:39]1[CH:40]=[CH:41][C:42]2[O:43][C:44]3[CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][C:45]=3[C:46]=2[CH:38]=1)=[O:34]

Participants

Reactant 5

HCID 8471Triethylamine

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

HCID 757711-Hydroxybenzotriazole

HCID 643474N-Methyl-L-proline

HCID 128848837,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-ylamine

Product 1

HCID 57890297HCID 57890297, compoundYield 69.4%

Procedure

Following the procedure of Example 30, triethylamine (0.21 mL, 1.5 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (0.24 g, 1.3 mmol), N-hydroxybenzotriazole (0.17 g, 1.3 mmol), N-methyl-L-proline (0.077 g, 0.60 mmol), and 7,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-ylamine (0.12 g, 0.60 mmol) provided 1-methyl-N-7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-yl-L-prolinamide (0.13 g). MS (ES) m/z 313.2 ([M+H]+); HRMS: calcd for C19H24N2O2+H+, 313.19105; found (ESI, [M+H]+), 313.1918.

Sources & evidence

ORD record: ord-387506a09ff5472b9f17bbee42321910
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07601856B2

Reaction notes

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