3-Butyn-1-OL → HCID 86673083, compound

HRID 1853320Notes

Reaction equation

HRID 1853320 reaction equation
[C:1]([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14](Br)[CH:15]=2)[O:10][C:9]([C:18]2[N:23]=[CH:22][N:21]3[CH:24]=[CH:25][CH:26]=[C:20]3[CH:19]=2)=[CH:8]1)([CH3:4])([CH3:3])[CH3:2].[CH2:27]([OH:31])[CH2:28][C:29]#[CH:30]>>[C:1]([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH2:30][CH2:29][CH2:28][CH2:27][OH:31])[CH:15]=2)[O:10][C:9]([C:18]2[N:23]=[CH:22][N:21]3[CH:24]=[CH:25][CH:26]=[C:20]3[CH:19]=2)=[CH:8]1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 135663-Butyn-1-OLHCID 86673084HCID 86673084, compound

Product 1

HCID 86673083HCID 86673083, compound

Procedure

6-(4-hydroxy-butyl)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl-oxime was prepared in 17% overall yield using the methods described in examples 83A and 83B, starting from 6-bromo-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl-oxime (tert-butyl protected oxime of example 66) and But-3-yn-1-ol. The title compound was isolated as a yellow solid.

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-4ba9fb01fe6d44c4bfb64bb2e81eae46
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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