5-chloro-1H-indole-3-carbaldehyde → 2-[(5-chloro-1H-indol-3-yl)methyl]-3-[4-(1-hydroxyethyl)-1-methyl-1H-pyrrol-2-yl]-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

참여 물질

역할	이름	HCID	투입량
반응물	5-chloro-1H-indole-3-carbaldehyde	HCID 2795374	—
반응물	Sodium borohydride	HCID 4311764	—
반응물	4-Acetyl-1-methyl-1H-pyrrole-2-carbaldehyde	HCID 12676268	—
반응물	6-hydrazino-1-isobutyl-3-methyl-2,4(1H,3H)-pyrimidinedione	HCID 19356084	—
반응물	3-(4-acetyl-1-methyl-1H-pyrrol-2-yl)-2-[(5-chloro-1H-indol-3-yl)methyl]-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione	HCID 58981140	—
용매	Tetrahydrofuran	HCID 8028	—
생성물	2-[(5-chloro-1H-indol-3-yl)methyl]-3-[4-(1-hydroxyethyl)-1-methyl-1H-pyrrol-2-yl]-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione	HCID 58981018	—

반응 조건

온도	80 °C

반응 단계

This compound was made in two steps following the procedure described above, starting with 6-hydrazino-1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione, and condensing first 5-chloro-1H-indole-3-carbaldehyde, followed by 4-acetyl-1-methyl-1H-pyrrole-2-carbaldehyde. The isolated 3-(4-acetyl-1-methyl-1H-pyrrol-2-yl)-2-[(5-chloro-1H-indol-3-yl)methyl]-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione was treated sodium borohydride in anhydrous THF and heated at 80° C. for 1 h and the product was isolated by aqueous workup. The presence of alcohol peak (δ 64.8 ppm)was confirmed by 13C NMR (CDCl3)— no ketone peak at (δ 193.5 ppm).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07285558B2
출처 데이터셋	uspto-grants-2007_10
ORD ID	ord-5a014ed03f864c83abe712ef853c7100
출처 메모	uspto-grants-2007_10