Participants
| Role | Name | HCID | Charge |
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| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 70212218 | HCID 70212218 | — |
| Product | HCID 18354360 | HCID 18354360 | — |
Reaction Steps
The title compound was prepared from (S,S)-2-[1-(1-(benzyloxycarbonyl)-4-(N-naphth-1-yl-carbamoyl)-piperazine-2-yl)-ethylamino]-4-[5-(2-amino-pyrimidin-4-yl)benzimidazol-1-yl]pyrimidine (5.5 mg), 37% aqueous formaldehyde (0.7 μL), and NaBH3CN (1 mg) according to the procedure described in EXAMPLE 14, Step G. 1H NMR (500 MHz, CDCl3): δ8.64 (s, 1H); 8.47 (d, J=1.5 Hz, 1H); 8.34-8.41 (m, 2H); 8.20 (d, J=8.5 Hz, 1H); 8.09 (dd, J=1.6, 8.5 Hz, 1H); 7.76-7.83 (m, 2H); 7.61 (t, J=7.1 Hz, 2H); 7.37-7.55 (m, 3H); 7.12 (d, J=5.5 Hz, 1H); 6.78 (d, J=5,5 Hz, 1H); 5.77 (br s, 1H); 5.13 (s, 2H); 4.50-4.60 (m, 1H); 4.09 (br d, J=12 Hz, 1H); 3.88 (br d, J=12 Hz, 1H); 3.20 (br t, J=11 Hz, 1H); 3.09 (dd, J=10, 13 Hz, 1H); 2.92 (br d, J=12 Hz, 1H) 2.40-2.60 (m, 5H); 1.36 (d, J=6.5 Hz, 3H). Mass spectrum (ESI) 431.2 (M-(N-naphthyl carbamoyl)+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06316444B1 |
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| Source dataset | uspto-grants-2001_11 |
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| ORD ID | ord-f7451319c386478e9749aff947f7264d |
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| Source note | uspto-grants-2001_11 |
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