2-Chloro-1-methylpyridinium iodide → (S)-4-(tert-butoxycarbonylamino)-6-chloro-N-(1-triphenylmethylpyrazolo[3,4-b]pyridin-4-yl)thiochromane-7-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	2-Chloro-1-methylpyridinium iodide	HCID 167069	—
Reactant	4-Amino-1-triphenylmethylpyrazolo[3,4-b]pyridine	HCID 22337470	—
Reactant	(S)-4-(tert-butoxycarbonylamino)-6-chlorothiochromane-7-carboxylic acid	HCID 59089433	—
Product	(S)-4-(tert-butoxycarbonylamino)-6-chloro-N-(1-triphenylmethylpyrazolo[3,4-b]pyridin-4-yl)thiochromane-7-carboxamide	HCID 69619689	86.2%

Reaction Steps

By a similar reaction operation as in Starting Material Synthetic Example 53 using (S)-4-(tert-butoxycarbonylamino)-6-chloro-thiochromane-7-carboxylic acid (150 mg), 4-amino-1-triphenylmethylpyrazolo[3,4-b]pyridine (163 mg) and 2-chloro-1-methylpyridinium iodide (133 mg), the objective (S)-4-(tert-butoxycarbonylamino)-6-chloro-N-(1-triphenylmethylpyrazolo[3,4-b]pyridin-4-yl)thiochromane-7-carboxamide (262 mg) was obtained as a pale yellow amorphous solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06933305B2
Source dataset	uspto-grants-2005_08
ORD ID	ord-06297e1e69d2428aa6f38828cf01eba8
Source note	uspto-grants-2005_08