Ethynylpyridine → HCID 67263240, compound

HRID 1684932Notes

Reaction equation

[NH2:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][NH:9][C:10]2[CH:11]=[C:12]([CH:19]=[CH:20][C:21]=2[F:22])[C:13]([NH:15][CH:16]2[CH2:18][CH2:17]2)=[O:14])=[CH:4][C:3]=1Br.[C:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=1)#[CH:25]>>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][NH:9][C:10]2[CH:11]=[C:12]([CH:19]=[CH:20][C:21]=2[F:22])[C:13]([NH:15][CH:16]2[CH2:18][CH2:17]2)=[O:14])=[CH:4][C:3]=1[C:25]#[C:24][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=1

Participants

Reactant 2

HCID 137268Ethynylpyridine

HCID 67263272HCID 67263272, compound

Product 1

HCID 67263240HCID 67263240, compound

Procedure

3-((6-amino-5-bromopyridin-3-yl)methylamino)-N-cyclopropyl-4-fluorobenzamide (38 mg, 0.1 mmol) was reacted with 2-ethynylpyridine (0.1 mL) as described in procedure D of Example 5 to afford 3-((6-Amino-5-(2-(pyridin-2-yl)ethynyl)pyridin-3-yl)methylamino)-N-cyclopropyl-4-fluorobenzamide as a solid. It was used without further purification. LC/MS; (M+H)+=402.

Sources & evidence

ORD record: ord-81093ddff15a4436b5d5204e85683141
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08148361B2

Reaction notes

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