[6-(Benzyloxy)-1H-indol-3-yl]acetic acid → HCID 178474311, compound

HRID 1819702Notes

Reaction equation

HRID 1819702 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][NH:9][C:10]([NH2:26])=[N:11][C:12](=[O:25])[CH2:13][C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20](OC)[CH:21]=3)[NH:16][CH:15]=2)[CH:5]=[C:4]([Cl:27])[C:3]=1[NH:28][C:29](=[O:31])[CH3:30].[CH2:32]([O:39]C1C=C2C(C(CC(O)=O)=CN2)=CC=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.C(NC1C(Cl)=CC(CN)=CC=1Cl)(=O)C>>[CH2:32]([O:39][C:19]1[CH:18]=[C:17]2[C:22]([C:14]([CH2:13][C:12]([N:11]=[C:10]([NH2:26])[NH:9][CH2:8][C:6]3[CH:7]=[C:2]([Cl:1])[C:3]([NH:28][C:29](=[O:31])[CH3:30])=[C:4]([Cl:27])[CH:5]=3)=[O:25])=[CH:15][NH:16]2)=[CH:21][CH:20]=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

4

Reactant 3

HCID 23137142[6-(Benzyloxy)-1H-indol-3-yl]acetic acidHCID 58962993N-(4-(aminomethyl)-2,6-dichlorophenyl)acetamideHCID 178488081HCID 178488081, compound

Product 1

HCID 178474311HCID 178474311, compound

Procedure

In a manner similar to that used in the preparation of the compound of example 2, but using 2-(6-benzyloxy-1H-indol-3-yl)acetic acid in step 15 (A) and 4-acetamido-3,5-dichloro-benzylamine (preparation B) in step 15 (B), the title compound was prepared. MS (ESI) (M+H)+=538.07 1H-NMR(500 MHz, CD3OD) δ 7.34-7.50 (m, 7 H), 7.24-7.34 (m, 1 H), 7.17 (s, 1 H), 7.00 (d, J=2.14 Hz, 1 H), 6.83 (dd, J=8.70, 2.29 Hz, 1 H), 5.10 (s, 2 H), 4.50 (s, 2 H), 3.92 (s, 2 H), 2.19 (s, 3 H).

Sources & evidence

ORD record
ord-cd06669e95434502ba4ad9efcac97867
Source dataset
uspto-grants-2009_10
Patent number
US07601751B2

Reaction notes

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