1,3-Propanediamine → (3-[(6-Nitro-1H-indole-2-carbonyl)-amino]-propyl)-carbamic acid tert-butyl ester

HRID 724529Notes

Reaction equation

HRID 724529 reaction equation
CO[C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=2)=[O:4].[NH2:17][CH2:18][CH2:19][CH2:20][NH2:21].[C:22]([O:26][C:27](=[O:46])NCCNC(C1NC2C(C=1)=CC=C([N+]([O-])=O)C=2)=O)([CH3:25])([CH3:24])[CH3:23]>>[C:22]([O:26][C:27](=[O:46])[NH:17][CH2:18][CH2:19][CH2:20][NH:21][C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=2)=[O:4])([CH3:25])([CH3:24])[CH3:23]

Participants

4

Reactant 3

HCID 4281,3-PropanediamineHCID 11816863Methyl 6-nitro-1H-indole-2-carboxylateHCID 58747124{2-[(6-Nitro-1H-indole-2-carbonyl)-amino]-ethyl}-carbamic acid tert-butyl ester

Product 1

HCID 69599346(3-[(6-Nitro-1H-indole-2-carbonyl)-amino]-propyl)-carbamic acid tert-butyl esterYield 95%

Procedure

Compound 121 was prepared from compound 34 with 1,3-diaminopropane, followed by Boc-protection according to the procedure for compound 35. Yield: 95%.

Sources & evidence

ORD record
ord-44894f950f714a208db5fb3d84d7496f
Source dataset
uspto-grants-2006_11
Patent number
US07141680B2

Reaction notes

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