2-Ethynylaniline → 2-(2-tert-Butyl-pyrazolo[1,5-a]pyrimidin-6-ylethynyl)-phenylamine

HRID 1426225Notes

Reaction equation

Br[C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=2)[CH:7]=1.[C:15]([C:17]1[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=1[NH2:19])#[CH:16]>>[C:11]([C:9]1[CH:10]=[C:5]2[N:4]=[CH:3][C:2]([C:16]#[C:15][C:17]3[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=3[NH2:19])=[CH:7][N:6]2[N:8]=1)([CH3:14])([CH3:13])[CH3:12]

Participants

Reactant 2

HCID 41539052-Ethynylaniline

HCID 583166976-Bromo-2-tert-butylpyrazolo[1,5-a]pyrimidine

Product 1

HCID 532474542-(2-tert-Butyl-pyrazolo[1,5-a]pyrimidin-6-ylethynyl)-phenylamine

Procedure

The title compound, light yellow solid, MS: m/e=291.2 (M+H+), can be prepared in accordance with the general method of example 1 from 6-bromo-2-tert-butyl-pyrazolo[1,5-a]pyrimidine (example 9, step 1) and 2-ethynylaniline.

Sources & evidence

ORD record: ord-f2ec76e4cd0b422f921ffb348d9d2788
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08933094B2

Reaction notes

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