(1h-indol-2-ylmethyl)amine → HCID 67113397, compound

HRID 2284326Notes

Reaction equation

HRID 2284326 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=O)=[CH:13][CH:12]=1)[CH:6]=[CH:5]2.[NH2:20][CH2:21][C:22]1[NH:23][C:24]2[C:29]([CH:30]=1)=[CH:28][CH:27]=[CH:26][CH:25]=2.[OH:31][CH2:32][CH2:33][N:34]1[C:42]2[C:37](=[CH:38][C:39]([C:43](O)=[O:44])=[CH:40][CH:41]=2)[CH:36]=[CH:35]1>>[NH:23]1[C:24]2[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:30]=[C:22]1[CH2:21][NH:20][C:15]([C:14]1[CH:18]=[CH:19][C:11]([N:7]2[C:8]3[C:4](=[CH:3][C:2]([NH:1][C:43]([C:39]4[CH:38]=[C:37]5[C:42](=[CH:41][CH:40]=4)[N:34]([CH2:33][CH2:32][OH:31])[CH:35]=[CH:36]5)=[O:44])=[CH:10][CH:9]=3)[CH:5]=[CH:6]2)=[CH:12][CH:13]=1)=[O:17]

Participants

4

Reactant 3

HCID 582331(1h-indol-2-ylmethyl)amineHCID 63748409HCID 63748409, compoundHCID 67112874HCID 67112874, compound

Product 1

HCID 67113397HCID 67113397, compound

Procedure

Compound 963 was prepared according to the procedure described in Scheme IV from 4-(5-amino-1H-indol-1-yl)benzoic acid, 2-aminomethylindole, and 1-(2-hydroxyethyl)-1H-indole-5-carboxylic acid. 1H NMR (500 MHz, DMSO-d6) δ 10.14 (s, 1H), 9.42 (s, 1H), 8.31 (dd, J=1.0, 5.5 Hz, 2H), 8.14 (d, J=8.5 Hz, 2H), 8.06 (t, J=5.5 Hz, 1H), 7.87 (dd, J=1.5, 9 Hz, 1H), 7.74 (d, J=8 Hz, 1H), 7.66 (d, J=9 Hz, 2H), 7.62 (d, J=2 Hz, 1H), 7.61 (s, 1H), 7.57 (d, J=3 Hz, 1H), 7.55 (d, J=9 Hz, 1H), 7.37 (d, J=2.5 Hz, 1H), 7.11 (ddd, J=1, 7, 9 Hz, 1H) 7.03 (ddd, J=1, 7, 8.5 Hz, 1H), 6.70 (d, J=3.5 Hz, 1H), 6.56 (d, J=3.5 Hz, 1H), 4.82 (d, J=5.5 Hz, 2H), 4.35 (t, J=5.5 Hz, 2H), 3.92 (q, J=5 Hz, 2H), 3.31 (d, J=5 Hz, 1H).

Sources & evidence

ORD record
ord-583c114ff5684d9aa1a7784f39947720
Source dataset
uspto-grants-2015_09
Patent number
US09144557B2

Reaction notes

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