N-(benzo[d]thiazol-2-yl)-2-(4-chloro-5-formylthiazol-2-yl)-1,2,3,4-tetrahydroisoquinoline-8-carboxamide → HCID 178504249, compound

Participants

Role	Name	HCID	Charge
Reactant	N-(benzo[d]thiazol-2-yl)-2-(4-chloro-5-formylthiazol-2-yl)-1,2,3,4-tetrahydroisoquinoline-8-carboxamide	HCID 59447544	—
Reactant	ethyl 2-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-bromothiazole-4-carboxylate	HCID 59447650	—
Product	HCID 178504249	HCID 178504249	—

Reaction Steps

Compound 45B was prepared in a similar manner to the synthesis of compound 34C by substituting compound 34B with compound 45A in step 3 of Example 34. Compound 45B was isolated as a white solid by trituration of the mixture of two isomers with 1:4 hexanes:EtOAc. The other isomer was isolated from the mother liquor: 1H NMR (DMSO-d6): δ 9.71 (s, 1H), 8.24 (d, J=7.82 Hz, 1H), 7.92 (d, J=7.58 Hz, 1H), 7.70 (d, J=8.06 Hz, 1H), 7.53-7.56 (m, 1H), 7.36-7.46 (m, 3H), 6.01 (s, 2H), 5.35 (s, 2H), 3.85 (t, J=5.92 Hz, 2H), 3.72-3.75 (m, 2H), 3.11 (t, J=6.04 Hz, 2H). MS (ESI(+)): m/z 585 (M+H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08232273B2
Source dataset	uspto-grants-2012_07
ORD ID	ord-6ae837d9a5f84686a66d8f4134998fe7
Source note	uspto-grants-2012_07