Ammonia methanol → Thieno[3,2-b]pyridin-2-ylmethanamine

Reaction equation

Cl[CH2:2][C:3]1[S:11][C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1.[NH3:12].CO>>[S:11]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[CH2:2][NH2:12]

Participants

Reactant 2

HCID 21705897Ammonia methanol

HCID 67305098HCID 67305098, compound

Product 1

HCID 67305714Thieno[3,2-b]pyridin-2-ylmethanamine

Conditions

Temperature: 50 °C

Procedure

2-(Chloromethyl)thieno[3,2-b]pyridine (C-5) (183 mg, 1 mmol) was dissolved in NH3/methanol (7 N, 10 mL). The resulting mixture was stirred at 50° C. for 16 hours and concentrated. The residue was purified by chromatography. MS (m/z): 165 (M+1)+.

Workup

concentrationconcentrated
customThe residue was purified by chromatography

Sources & evidence

ORD record: ord-7e8d186b05e7455f8033054b46d16bb3
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987269B2

Reaction notes

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