7-(3-(3-Chloropropanamido)phenyl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide → HCID 136928085, compound

HRID 64360Notes

Reaction equation

HRID 64360 reaction equation
[NH2:1][CH:2]1[CH2:7][N:6]2[N:8]=[C:9]([C:13]3[CH:18]=[CH:17][C:16]([O:19][C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:15][CH:14]=3)[C:10]([C:11]#[N:12])=[C:5]2[NH:4][CH2:3]1.ClCCC(NC1C=C(C2N3N=C(C4C=CC(OC5C=CC=CC=5)=CC=4)C(C(N)=O)=C3NCC2)C=CC=1)=[O:30]>>[NH2:1][CH:2]1[CH2:7][N:6]2[N:8]=[C:9]([C:13]3[CH:14]=[CH:15][C:16]([O:19][C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)=[CH:17][CH:18]=3)[C:10]([C:11]([NH2:12])=[O:30])=[C:5]2[NH:4][CH2:3]1

Participants

3

Reactant 2

HCID 1362142937-(3-(3-Chloropropanamido)phenyl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamideHCID 136928065HCID 136928065, compound

Product 1

HCID 136928085HCID 136928085, compound

Procedure

The desired product was prepared from 6-amino-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carbonitrile using the procedure similar to step 2 for compound 2. 1H NMR (400 MHz, DMSO-d6) 7.53-7.48 (m, 2H), 7.46-7.40 (m, 2H), 7.22-7.16 (m, 1H), 7.11-7.03 (m, 4H), 6.58 (br s, 1H), 4.15-4.08 (m, 1H), 3.72-3.67 (m, 1H), 3.40-3.30 (m, 2H) and 3.06-2.98 (m, 1H). MS (ESI) m/e [M+1]+ 350.2.

Sources & evidence

ORD record
ord-3849d7ee0b474bdda7e20fcab2184e77
Source dataset
uspto-grants-2016_09
Patent number
US09447106B2

Reaction notes

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