Ethynylpyridine → HCID 24797710, compound

HRID 1929929Notes

Reaction equation

HRID 1929929 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)#[CH:2].CO[C:11](=[O:26])[C:12]1[CH:17]=[C:16]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[C:15](Cl)=[N:14][CH:13]=1.[NH2:27][CH2:28][C@@:29]([CH3:34])([CH:31]1[CH2:33][CH2:32]1)[OH:30]>>[Cl:24][C:21]1[CH:20]=[CH:19][C:18]([C:16]2[C:15]([CH2:2][CH2:1][C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=3)=[N:14][CH:13]=[C:12]([CH:17]=2)[C:11]([NH:27][CH2:28][C@@:29]([CH:31]2[CH2:33][CH2:32]2)([OH:30])[CH3:34])=[O:26])=[CH:23][CH:22]=1

Participants

4

Reactant 3

HCID 137268EthynylpyridineHCID 51684102(2R)-1-amino-2-cyclopropyl-propan-2-olHCID 73013037HCID 73013037, compound

Product 1

HCID 24797710HCID 24797710, compound

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 140, using 2-ethynyl-pyridine (CAN 1945-84-2), 6-chloro-5-(4-chloro-phenyl)-nicotinic acid methyl ester, and (R)-α-(aminomethyl)-α-methyl-cyclopropanemethanol as starting materials, LC at 215 nm; Rt 3.16: 88%, m/z (ES+): 436.4 (M+H).

Workup

  1. customdescribed for the preparation of Example 140

Sources & evidence

ORD record
ord-0ff480d33b324b0c8d28c25a590eebec
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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