Indole-2-carboxylic acid → HCID 178470241, compound

HRID 869660Notes

Reaction equation

HRID 869660 reaction equation
[CH2:1]([O:8][CH2:9][O:10][C@H:11]1[CH2:15][NH:14][C@@H:13]([CH2:16][O:17][C:18]2[C:19]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[N:20][CH:21]=[CH:22][CH:23]=2)[CH2:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:29][C:30]([F:41])([F:40])[C@H:31]1[CH2:36][CH2:35][C@H:34]([C:37](O)=[O:38])[CH2:33][CH2:32]1.N1C2C(=CC=CC=2)C=C1C(O)=O>>[CH2:1]([O:8][CH2:9][O:10][C@H:11]1[CH2:15][N:14]([C:37]([C@H:34]2[CH2:33][CH2:32][C@H:31]([C:30]([F:29])([F:40])[F:41])[CH2:36][CH2:35]2)=[O:38])[C@@H:13]([CH2:16][O:17][C:18]2[C:19]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[N:20][CH:21]=[CH:22][CH:23]=2)[CH2:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 72899Indole-2-carboxylic acidHCID 66962098ethyl 3-(((2R,4R)-4-(benzyloxymethoxy)pyrrolidin-2-yl)methoxy)picolinateHCID 178525710HCID 178525710, compound

Product 1

HCID 178470241HCID 178470241, compound

Procedure

The title compound was prepared according to the procedure described in Step 1 of EXAMPLE 3 using ethyl 3-(((2R,4R)-4-(benzyloxymethoxy)pyrrolidin-2-yl)methoxy)picolinate (EXAMPLE 79 Step 4) and trans-4-(trifluoromethyl)cyclohexanecarboxylic acid instead of (R)-3-(pyrrolidin-2-ylmethoxy)picolinamide dihydrochloride and indole-2-carboxylic acid.

Sources & evidence

ORD record
ord-891454e50ed14a6ba29f7531a2576aa5
Source dataset
uspto-grants-2015_03
Patent number
US08969383B2

Reaction notes

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