Triethylamine → HCID 57890292, compound

HRID 1819896Notes

Reaction equation

HRID 1819896 reaction equation
C(N(CC)CC)C.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1.[C:29]([N:32]1[CH2:39][CH2:38][CH2:37][C@H:33]1[C:34]([OH:36])=O)(=[O:31])[CH3:30].[CH:40]1[C:48]2[C:47]3[CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][C:46]=3[O:45][C:44]=2[CH:43]=[CH:42][C:41]=1[NH2:54]>>[C:29]([N:32]1[CH2:39][CH2:38][CH2:37][C@H:33]1[C:34]([NH:54][C:41]1[CH:42]=[CH:43][C:44]2[O:45][C:46]3[CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][C:47]=3[C:48]=2[CH:40]=1)=[O:36])(=[O:31])[CH3:30]

Participants

6

Reactant 5

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 66141N-Acetyl-L-prolineHCID 757711-HydroxybenzotriazoleHCID 128848837,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-ylamine

Product 1

HCID 57890292HCID 57890292, compound

Procedure

Following the procedure of Example 30, triethylamine (0.21 mL, 1.5 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (0.15 g, 0.78 mmol), N-hydroxybenzotriazole (0.11 g, 0.78 mmol), N-acetyl-L-proline (0.094 g, 0.60 mmol), and 7,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-ylamine (0.12 g, 0.60 mmol) 1-acetyl-N-7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-yl-L-prolinamide (0.13 g). MS (ESI) m/z 341 ([M+H]+); MS (ESI) m/z 339.1 ([M−H]−); HRMS: calcd for C20H24N2O3+H+, 341.18597; found (ESI, [M+H]+), 341.1863.

Sources & evidence

ORD record
ord-13ff51df50564e0e899c07b59b11d750
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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